Experience

Publications

• The hydrogenation of molecules with polar bonds catalyzed by a ruthenium(II) complex bearing a chelating N-heterocyclic carbene with a primary amine donor

  Chemical Communications RSC

• The hydrogenation of molecules with polar bonds catalyzed by a ruthenium(II) complex bearing a chelating N-heterocyclic carbene with a primary amine donor

  Chemical Communications RSC

• Factors Favoring Efficient Bifunctional Catalysis. Study of a Ruthenium(II) Hydrogenation Catalyst Containing an N-Heterocyclic Carbene with a Primary Amine Donor

  Organometallics ACS

• The hydrogenation of molecules with polar bonds catalyzed by a ruthenium(II) complex bearing a chelating N-heterocyclic carbene with a primary amine donor

  Chemical Communications RSC

• Factors Favoring Efficient Bifunctional Catalysis. Study of a Ruthenium(II) Hydrogenation Catalyst Containing an N-Heterocyclic Carbene with a Primary Amine Donor

  Organometallics ACS

• Effect of chelating ring size in catalytic ketone hydrogenation: facile synthesis of ruthenium(II) precatalysts containing an N-heterocyclic carbene with a primary amine donor for ketone hydrogenation and a DFT study of mechanisms

  Dalton Transactions

• The hydrogenation of molecules with polar bonds catalyzed by a ruthenium(II) complex bearing a chelating N-heterocyclic carbene with a primary amine donor

  Chemical Communications RSC

• Factors Favoring Efficient Bifunctional Catalysis. Study of a Ruthenium(II) Hydrogenation Catalyst Containing an N-Heterocyclic Carbene with a Primary Amine Donor

  Organometallics ACS

• Effect of chelating ring size in catalytic ketone hydrogenation: facile synthesis of ruthenium(II) precatalysts containing an N-heterocyclic carbene with a primary amine donor for ketone hydrogenation and a DFT study of mechanisms

  Dalton Transactions

• Iron Complexes for the Catalytic Transfer Hydrogenation of Acetophenone: Steric and Electronic Effects Imposed by Alkyl Substituents at Phosphorus.

  Inorganic Chemistry

  graduate work

• The hydrogenation of molecules with polar bonds catalyzed by a ruthenium(II) complex bearing a chelating N-heterocyclic carbene with a primary amine donor

  Chemical Communications RSC

• Factors Favoring Efficient Bifunctional Catalysis. Study of a Ruthenium(II) Hydrogenation Catalyst Containing an N-Heterocyclic Carbene with a Primary Amine Donor

  Organometallics ACS

• Effect of chelating ring size in catalytic ketone hydrogenation: facile synthesis of ruthenium(II) precatalysts containing an N-heterocyclic carbene with a primary amine donor for ketone hydrogenation and a DFT study of mechanisms

  Dalton Transactions

• Iron Complexes for the Catalytic Transfer Hydrogenation of Acetophenone: Steric and Electronic Effects Imposed by Alkyl Substituents at Phosphorus.

  Inorganic Chemistry

  graduate work

• Synthesis of Iron P-N-P'​ and P-NH-P' Asymmetric Hydrogenation Catalysts

  Organometallics

  Complexes of the type mer,trans-[Fe(P-N-P′)(CO)2Br]BF4 are known to be precatalysts for the asymmetric direct hydrogenation of ketones and imines. Employing related ligand scaffolds, we successfully generated and tested the series of three new precatalysts [Fe(PCy2CH2CH═NCH(R)CH2PPh2)(CO)2Br]BF4 with chirality derived from (S)-amino alcohols with phenyl, benzyl, and isopropyl substituents (R), yielding fairly active and selective systems. For the reduction of acetophenone to (S)-1-phenylethanol turnover frequencies up to 920 h–1 and up to 74% enantiomeric excess at 50 °C and 5–25 atm of H2 were obtained. We found, however, that placing these large groups R next to nitrogen was found to be deleterious to catalytic activity. Extending the scope of the ligand structure, we then developed a series of six P-N-P and five P-NH-P′ systems starting with o-diphenylphosphinobenzaldehyde and the phosphine-amines PPh2CHR1CHR2NH2 (R1 = H, Ph, CH2Ph, iPr with R2 = H or R1 = Me, Ph with R2 = Ph) as well as their corresponding [Fe(P-N-P′)(NCMe)3][BF4]2 and [Fe(P-NH-P′)(NCMe)3][BF4]2 complexes, which were not catalytically active. Finally, we made the new achiral iron complex mer,cis-Fe(PPh2(o-C6H4)CHNCH2CH2PPh2)(CO)Br2, which was active for the direct hydrogenation of acetophenone, achieving turnover frequencies of 800 h–1 at 50 °C and 25 atm of H2.

• The hydrogenation of molecules with polar bonds catalyzed by a ruthenium(II) complex bearing a chelating N-heterocyclic carbene with a primary amine donor

  Chemical Communications RSC

• Factors Favoring Efficient Bifunctional Catalysis. Study of a Ruthenium(II) Hydrogenation Catalyst Containing an N-Heterocyclic Carbene with a Primary Amine Donor

  Organometallics ACS

• Effect of chelating ring size in catalytic ketone hydrogenation: facile synthesis of ruthenium(II) precatalysts containing an N-heterocyclic carbene with a primary amine donor for ketone hydrogenation and a DFT study of mechanisms

  Dalton Transactions

• Iron Complexes for the Catalytic Transfer Hydrogenation of Acetophenone: Steric and Electronic Effects Imposed by Alkyl Substituents at Phosphorus.

  Inorganic Chemistry

  graduate work

• Synthesis of Iron P-N-P'​ and P-NH-P' Asymmetric Hydrogenation Catalysts

  Organometallics

  Complexes of the type mer,trans-[Fe(P-N-P′)(CO)2Br]BF4 are known to be precatalysts for the asymmetric direct hydrogenation of ketones and imines. Employing related ligand scaffolds, we successfully generated and tested the series of three new precatalysts [Fe(PCy2CH2CH═NCH(R)CH2PPh2)(CO)2Br]BF4 with chirality derived from (S)-amino alcohols with phenyl, benzyl, and isopropyl substituents (R), yielding fairly active and selective systems. For the reduction of acetophenone to (S)-1-phenylethanol turnover frequencies up to 920 h–1 and up to 74% enantiomeric excess at 50 °C and 5–25 atm of H2 were obtained. We found, however, that placing these large groups R next to nitrogen was found to be deleterious to catalytic activity. Extending the scope of the ligand structure, we then developed a series of six P-N-P and five P-NH-P′ systems starting with o-diphenylphosphinobenzaldehyde and the phosphine-amines PPh2CHR1CHR2NH2 (R1 = H, Ph, CH2Ph, iPr with R2 = H or R1 = Me, Ph with R2 = Ph) as well as their corresponding [Fe(P-N-P′)(NCMe)3][BF4]2 and [Fe(P-NH-P′)(NCMe)3][BF4]2 complexes, which were not catalytically active. Finally, we made the new achiral iron complex mer,cis-Fe(PPh2(o-C6H4)CHNCH2CH2PPh2)(CO)Br2, which was active for the direct hydrogenation of acetophenone, achieving turnover frequencies of 800 h–1 at 50 °C and 25 atm of H2.

• Bifunctional Mechanism with Unconventional Intermediates for the Hydrogenation of Ketones Catalyzed by an Iridium(III) Complex Containing an N-Heterocyclic Carbene with a Primary Amine Donor

  Organometallics ACS

• The hydrogenation of molecules with polar bonds catalyzed by a ruthenium(II) complex bearing a chelating N-heterocyclic carbene with a primary amine donor

  Chemical Communications RSC

• Factors Favoring Efficient Bifunctional Catalysis. Study of a Ruthenium(II) Hydrogenation Catalyst Containing an N-Heterocyclic Carbene with a Primary Amine Donor

  Organometallics ACS

• Effect of chelating ring size in catalytic ketone hydrogenation: facile synthesis of ruthenium(II) precatalysts containing an N-heterocyclic carbene with a primary amine donor for ketone hydrogenation and a DFT study of mechanisms

  Dalton Transactions

• Iron Complexes for the Catalytic Transfer Hydrogenation of Acetophenone: Steric and Electronic Effects Imposed by Alkyl Substituents at Phosphorus.

  Inorganic Chemistry

  graduate work

• Synthesis of Iron P-N-P'​ and P-NH-P' Asymmetric Hydrogenation Catalysts

  Organometallics

  Complexes of the type mer,trans-[Fe(P-N-P′)(CO)2Br]BF4 are known to be precatalysts for the asymmetric direct hydrogenation of ketones and imines. Employing related ligand scaffolds, we successfully generated and tested the series of three new precatalysts [Fe(PCy2CH2CH═NCH(R)CH2PPh2)(CO)2Br]BF4 with chirality derived from (S)-amino alcohols with phenyl, benzyl, and isopropyl substituents (R), yielding fairly active and selective systems. For the reduction of acetophenone to (S)-1-phenylethanol turnover frequencies up to 920 h–1 and up to 74% enantiomeric excess at 50 °C and 5–25 atm of H2 were obtained. We found, however, that placing these large groups R next to nitrogen was found to be deleterious to catalytic activity. Extending the scope of the ligand structure, we then developed a series of six P-N-P and five P-NH-P′ systems starting with o-diphenylphosphinobenzaldehyde and the phosphine-amines PPh2CHR1CHR2NH2 (R1 = H, Ph, CH2Ph, iPr with R2 = H or R1 = Me, Ph with R2 = Ph) as well as their corresponding [Fe(P-N-P′)(NCMe)3][BF4]2 and [Fe(P-NH-P′)(NCMe)3][BF4]2 complexes, which were not catalytically active. Finally, we made the new achiral iron complex mer,cis-Fe(PPh2(o-C6H4)CHNCH2CH2PPh2)(CO)Br2, which was active for the direct hydrogenation of acetophenone, achieving turnover frequencies of 800 h–1 at 50 °C and 25 atm of H2.

• Bifunctional Mechanism with Unconventional Intermediates for the Hydrogenation of Ketones Catalyzed by an Iridium(III) Complex Containing an N-Heterocyclic Carbene with a Primary Amine Donor

  Organometallics ACS

• New Cyclic Phosphonium Salts Derived from the Reaction of Phosphine-aldehydes with Acid.

  Journal of Organometallic Chemistry

  graduate work

• The hydrogenation of molecules with polar bonds catalyzed by a ruthenium(II) complex bearing a chelating N-heterocyclic carbene with a primary amine donor

  Chemical Communications RSC

• Factors Favoring Efficient Bifunctional Catalysis. Study of a Ruthenium(II) Hydrogenation Catalyst Containing an N-Heterocyclic Carbene with a Primary Amine Donor

  Organometallics ACS

• Effect of chelating ring size in catalytic ketone hydrogenation: facile synthesis of ruthenium(II) precatalysts containing an N-heterocyclic carbene with a primary amine donor for ketone hydrogenation and a DFT study of mechanisms

  Dalton Transactions

• Iron Complexes for the Catalytic Transfer Hydrogenation of Acetophenone: Steric and Electronic Effects Imposed by Alkyl Substituents at Phosphorus.

  Inorganic Chemistry

  graduate work

• Synthesis of Iron P-N-P'​ and P-NH-P' Asymmetric Hydrogenation Catalysts

  Organometallics

  Complexes of the type mer,trans-[Fe(P-N-P′)(CO)2Br]BF4 are known to be precatalysts for the asymmetric direct hydrogenation of ketones and imines. Employing related ligand scaffolds, we successfully generated and tested the series of three new precatalysts [Fe(PCy2CH2CH═NCH(R)CH2PPh2)(CO)2Br]BF4 with chirality derived from (S)-amino alcohols with phenyl, benzyl, and isopropyl substituents (R), yielding fairly active and selective systems. For the reduction of acetophenone to (S)-1-phenylethanol turnover frequencies up to 920 h–1 and up to 74% enantiomeric excess at 50 °C and 5–25 atm of H2 were obtained. We found, however, that placing these large groups R next to nitrogen was found to be deleterious to catalytic activity. Extending the scope of the ligand structure, we then developed a series of six P-N-P and five P-NH-P′ systems starting with o-diphenylphosphinobenzaldehyde and the phosphine-amines PPh2CHR1CHR2NH2 (R1 = H, Ph, CH2Ph, iPr with R2 = H or R1 = Me, Ph with R2 = Ph) as well as their corresponding [Fe(P-N-P′)(NCMe)3][BF4]2 and [Fe(P-NH-P′)(NCMe)3][BF4]2 complexes, which were not catalytically active. Finally, we made the new achiral iron complex mer,cis-Fe(PPh2(o-C6H4)CHNCH2CH2PPh2)(CO)Br2, which was active for the direct hydrogenation of acetophenone, achieving turnover frequencies of 800 h–1 at 50 °C and 25 atm of H2.

• Bifunctional Mechanism with Unconventional Intermediates for the Hydrogenation of Ketones Catalyzed by an Iridium(III) Complex Containing an N-Heterocyclic Carbene with a Primary Amine Donor

  Organometallics ACS

• New Cyclic Phosphonium Salts Derived from the Reaction of Phosphine-aldehydes with Acid.

  Journal of Organometallic Chemistry

  graduate work

• Synthesis of New Late Transition Metal P,P-, P,N-, and P,O- Complexes Using Phosphonium Dimers as Convenient Ligand Precursors.

  Inorganic Chemistry

• The hydrogenation of molecules with polar bonds catalyzed by a ruthenium(II) complex bearing a chelating N-heterocyclic carbene with a primary amine donor

  Chemical Communications RSC

• Factors Favoring Efficient Bifunctional Catalysis. Study of a Ruthenium(II) Hydrogenation Catalyst Containing an N-Heterocyclic Carbene with a Primary Amine Donor

  Organometallics ACS

• Effect of chelating ring size in catalytic ketone hydrogenation: facile synthesis of ruthenium(II) precatalysts containing an N-heterocyclic carbene with a primary amine donor for ketone hydrogenation and a DFT study of mechanisms

  Dalton Transactions

• Iron Complexes for the Catalytic Transfer Hydrogenation of Acetophenone: Steric and Electronic Effects Imposed by Alkyl Substituents at Phosphorus.

  Inorganic Chemistry

  graduate work

• Synthesis of Iron P-N-P'​ and P-NH-P' Asymmetric Hydrogenation Catalysts

  Organometallics

  Complexes of the type mer,trans-[Fe(P-N-P′)(CO)2Br]BF4 are known to be precatalysts for the asymmetric direct hydrogenation of ketones and imines. Employing related ligand scaffolds, we successfully generated and tested the series of three new precatalysts [Fe(PCy2CH2CH═NCH(R)CH2PPh2)(CO)2Br]BF4 with chirality derived from (S)-amino alcohols with phenyl, benzyl, and isopropyl substituents (R), yielding fairly active and selective systems. For the reduction of acetophenone to (S)-1-phenylethanol turnover frequencies up to 920 h–1 and up to 74% enantiomeric excess at 50 °C and 5–25 atm of H2 were obtained. We found, however, that placing these large groups R next to nitrogen was found to be deleterious to catalytic activity. Extending the scope of the ligand structure, we then developed a series of six P-N-P and five P-NH-P′ systems starting with o-diphenylphosphinobenzaldehyde and the phosphine-amines PPh2CHR1CHR2NH2 (R1 = H, Ph, CH2Ph, iPr with R2 = H or R1 = Me, Ph with R2 = Ph) as well as their corresponding [Fe(P-N-P′)(NCMe)3][BF4]2 and [Fe(P-NH-P′)(NCMe)3][BF4]2 complexes, which were not catalytically active. Finally, we made the new achiral iron complex mer,cis-Fe(PPh2(o-C6H4)CHNCH2CH2PPh2)(CO)Br2, which was active for the direct hydrogenation of acetophenone, achieving turnover frequencies of 800 h–1 at 50 °C and 25 atm of H2.

• Bifunctional Mechanism with Unconventional Intermediates for the Hydrogenation of Ketones Catalyzed by an Iridium(III) Complex Containing an N-Heterocyclic Carbene with a Primary Amine Donor

  Organometallics ACS

• New Cyclic Phosphonium Salts Derived from the Reaction of Phosphine-aldehydes with Acid.

  Journal of Organometallic Chemistry

  graduate work

• Synthesis of New Late Transition Metal P,P-, P,N-, and P,O- Complexes Using Phosphonium Dimers as Convenient Ligand Precursors.

  Inorganic Chemistry

• Distinguishing homogeneous from nanoparticle asymmetric iron catalysis

  Catalysis Science & Technology

• The hydrogenation of molecules with polar bonds catalyzed by a ruthenium(II) complex bearing a chelating N-heterocyclic carbene with a primary amine donor

  Chemical Communications RSC

• Factors Favoring Efficient Bifunctional Catalysis. Study of a Ruthenium(II) Hydrogenation Catalyst Containing an N-Heterocyclic Carbene with a Primary Amine Donor

  Organometallics ACS

• Effect of chelating ring size in catalytic ketone hydrogenation: facile synthesis of ruthenium(II) precatalysts containing an N-heterocyclic carbene with a primary amine donor for ketone hydrogenation and a DFT study of mechanisms

  Dalton Transactions

• Iron Complexes for the Catalytic Transfer Hydrogenation of Acetophenone: Steric and Electronic Effects Imposed by Alkyl Substituents at Phosphorus.

  Inorganic Chemistry

  graduate work

• Synthesis of Iron P-N-P'​ and P-NH-P' Asymmetric Hydrogenation Catalysts

  Organometallics

  Complexes of the type mer,trans-[Fe(P-N-P′)(CO)2Br]BF4 are known to be precatalysts for the asymmetric direct hydrogenation of ketones and imines. Employing related ligand scaffolds, we successfully generated and tested the series of three new precatalysts [Fe(PCy2CH2CH═NCH(R)CH2PPh2)(CO)2Br]BF4 with chirality derived from (S)-amino alcohols with phenyl, benzyl, and isopropyl substituents (R), yielding fairly active and selective systems. For the reduction of acetophenone to (S)-1-phenylethanol turnover frequencies up to 920 h–1 and up to 74% enantiomeric excess at 50 °C and 5–25 atm of H2 were obtained. We found, however, that placing these large groups R next to nitrogen was found to be deleterious to catalytic activity. Extending the scope of the ligand structure, we then developed a series of six P-N-P and five P-NH-P′ systems starting with o-diphenylphosphinobenzaldehyde and the phosphine-amines PPh2CHR1CHR2NH2 (R1 = H, Ph, CH2Ph, iPr with R2 = H or R1 = Me, Ph with R2 = Ph) as well as their corresponding [Fe(P-N-P′)(NCMe)3][BF4]2 and [Fe(P-NH-P′)(NCMe)3][BF4]2 complexes, which were not catalytically active. Finally, we made the new achiral iron complex mer,cis-Fe(PPh2(o-C6H4)CHNCH2CH2PPh2)(CO)Br2, which was active for the direct hydrogenation of acetophenone, achieving turnover frequencies of 800 h–1 at 50 °C and 25 atm of H2.

• Bifunctional Mechanism with Unconventional Intermediates for the Hydrogenation of Ketones Catalyzed by an Iridium(III) Complex Containing an N-Heterocyclic Carbene with a Primary Amine Donor

  Organometallics ACS

• New Cyclic Phosphonium Salts Derived from the Reaction of Phosphine-aldehydes with Acid.

  Journal of Organometallic Chemistry

  graduate work

• Synthesis of New Late Transition Metal P,P-, P,N-, and P,O- Complexes Using Phosphonium Dimers as Convenient Ligand Precursors.

  Inorganic Chemistry

• Distinguishing homogeneous from nanoparticle asymmetric iron catalysis

  Catalysis Science & Technology

• Low-valent Ene-amido Iron Complexes for the Asymmetric Transfer Hydrogenation of Acetophenone Without Base.

  Journal of the American Chemical Society

  graduate work

• The hydrogenation of molecules with polar bonds catalyzed by a ruthenium(II) complex bearing a chelating N-heterocyclic carbene with a primary amine donor

  Chemical Communications RSC

• Factors Favoring Efficient Bifunctional Catalysis. Study of a Ruthenium(II) Hydrogenation Catalyst Containing an N-Heterocyclic Carbene with a Primary Amine Donor

  Organometallics ACS

• Effect of chelating ring size in catalytic ketone hydrogenation: facile synthesis of ruthenium(II) precatalysts containing an N-heterocyclic carbene with a primary amine donor for ketone hydrogenation and a DFT study of mechanisms

  Dalton Transactions

• Iron Complexes for the Catalytic Transfer Hydrogenation of Acetophenone: Steric and Electronic Effects Imposed by Alkyl Substituents at Phosphorus.

  Inorganic Chemistry

  graduate work

• Synthesis of Iron P-N-P'​ and P-NH-P' Asymmetric Hydrogenation Catalysts

  Organometallics

  Complexes of the type mer,trans-[Fe(P-N-P′)(CO)2Br]BF4 are known to be precatalysts for the asymmetric direct hydrogenation of ketones and imines. Employing related ligand scaffolds, we successfully generated and tested the series of three new precatalysts [Fe(PCy2CH2CH═NCH(R)CH2PPh2)(CO)2Br]BF4 with chirality derived from (S)-amino alcohols with phenyl, benzyl, and isopropyl substituents (R), yielding fairly active and selective systems. For the reduction of acetophenone to (S)-1-phenylethanol turnover frequencies up to 920 h–1 and up to 74% enantiomeric excess at 50 °C and 5–25 atm of H2 were obtained. We found, however, that placing these large groups R next to nitrogen was found to be deleterious to catalytic activity. Extending the scope of the ligand structure, we then developed a series of six P-N-P and five P-NH-P′ systems starting with o-diphenylphosphinobenzaldehyde and the phosphine-amines PPh2CHR1CHR2NH2 (R1 = H, Ph, CH2Ph, iPr with R2 = H or R1 = Me, Ph with R2 = Ph) as well as their corresponding [Fe(P-N-P′)(NCMe)3][BF4]2 and [Fe(P-NH-P′)(NCMe)3][BF4]2 complexes, which were not catalytically active. Finally, we made the new achiral iron complex mer,cis-Fe(PPh2(o-C6H4)CHNCH2CH2PPh2)(CO)Br2, which was active for the direct hydrogenation of acetophenone, achieving turnover frequencies of 800 h–1 at 50 °C and 25 atm of H2.

• Bifunctional Mechanism with Unconventional Intermediates for the Hydrogenation of Ketones Catalyzed by an Iridium(III) Complex Containing an N-Heterocyclic Carbene with a Primary Amine Donor

  Organometallics ACS

• New Cyclic Phosphonium Salts Derived from the Reaction of Phosphine-aldehydes with Acid.

  Journal of Organometallic Chemistry

  graduate work

• Synthesis of New Late Transition Metal P,P-, P,N-, and P,O- Complexes Using Phosphonium Dimers as Convenient Ligand Precursors.

  Inorganic Chemistry

• Distinguishing homogeneous from nanoparticle asymmetric iron catalysis

  Catalysis Science & Technology

• Low-valent Ene-amido Iron Complexes for the Asymmetric Transfer Hydrogenation of Acetophenone Without Base.

  Journal of the American Chemical Society

  graduate work

• Mechanistic investigation of the hydrogenation of ketones catalyzed by a ruthenium(II) complex featuring an N-heterocyclic carbene with a tethered primary amine donor: Evidence for an inner sphere mechanism

  Organometallics ACS

• The hydrogenation of molecules with polar bonds catalyzed by a ruthenium(II) complex bearing a chelating N-heterocyclic carbene with a primary amine donor

  Chemical Communications RSC

• Factors Favoring Efficient Bifunctional Catalysis. Study of a Ruthenium(II) Hydrogenation Catalyst Containing an N-Heterocyclic Carbene with a Primary Amine Donor

  Organometallics ACS

• Effect of chelating ring size in catalytic ketone hydrogenation: facile synthesis of ruthenium(II) precatalysts containing an N-heterocyclic carbene with a primary amine donor for ketone hydrogenation and a DFT study of mechanisms

  Dalton Transactions

• Iron Complexes for the Catalytic Transfer Hydrogenation of Acetophenone: Steric and Electronic Effects Imposed by Alkyl Substituents at Phosphorus.

  Inorganic Chemistry

  graduate work

• Synthesis of Iron P-N-P'​ and P-NH-P' Asymmetric Hydrogenation Catalysts

  Organometallics

  Complexes of the type mer,trans-[Fe(P-N-P′)(CO)2Br]BF4 are known to be precatalysts for the asymmetric direct hydrogenation of ketones and imines. Employing related ligand scaffolds, we successfully generated and tested the series of three new precatalysts [Fe(PCy2CH2CH═NCH(R)CH2PPh2)(CO)2Br]BF4 with chirality derived from (S)-amino alcohols with phenyl, benzyl, and isopropyl substituents (R), yielding fairly active and selective systems. For the reduction of acetophenone to (S)-1-phenylethanol turnover frequencies up to 920 h–1 and up to 74% enantiomeric excess at 50 °C and 5–25 atm of H2 were obtained. We found, however, that placing these large groups R next to nitrogen was found to be deleterious to catalytic activity. Extending the scope of the ligand structure, we then developed a series of six P-N-P and five P-NH-P′ systems starting with o-diphenylphosphinobenzaldehyde and the phosphine-amines PPh2CHR1CHR2NH2 (R1 = H, Ph, CH2Ph, iPr with R2 = H or R1 = Me, Ph with R2 = Ph) as well as their corresponding [Fe(P-N-P′)(NCMe)3][BF4]2 and [Fe(P-NH-P′)(NCMe)3][BF4]2 complexes, which were not catalytically active. Finally, we made the new achiral iron complex mer,cis-Fe(PPh2(o-C6H4)CHNCH2CH2PPh2)(CO)Br2, which was active for the direct hydrogenation of acetophenone, achieving turnover frequencies of 800 h–1 at 50 °C and 25 atm of H2.

• Bifunctional Mechanism with Unconventional Intermediates for the Hydrogenation of Ketones Catalyzed by an Iridium(III) Complex Containing an N-Heterocyclic Carbene with a Primary Amine Donor

  Organometallics ACS

• New Cyclic Phosphonium Salts Derived from the Reaction of Phosphine-aldehydes with Acid.

  Journal of Organometallic Chemistry

  graduate work

• Synthesis of New Late Transition Metal P,P-, P,N-, and P,O- Complexes Using Phosphonium Dimers as Convenient Ligand Precursors.

  Inorganic Chemistry

• Distinguishing homogeneous from nanoparticle asymmetric iron catalysis

  Catalysis Science & Technology

• Low-valent Ene-amido Iron Complexes for the Asymmetric Transfer Hydrogenation of Acetophenone Without Base.

  Journal of the American Chemical Society

  graduate work

• Mechanistic investigation of the hydrogenation of ketones catalyzed by a ruthenium(II) complex featuring an N-heterocyclic carbene with a tethered primary amine donor: Evidence for an inner sphere mechanism

  Organometallics ACS

• rPrimary Amine Functionalized N-Heterocyclic Carbene Complexes of Iridium: Synthesis, Structure, and Catalysis

  Organometallics ACS

• rPrimary Amine Functionalized N-Heterocyclic Carbene Complexes of Iridium: Synthesis, Structure, and Catalysis

  Organometallics ACS

• The hydrogenation of molecules with polar bonds catalyzed by a ruthenium(II) complex bearing a chelating N-heterocyclic carbene with a primary amine donor

  Chemical Communications RSC

• Factors Favoring Efficient Bifunctional Catalysis. Study of a Ruthenium(II) Hydrogenation Catalyst Containing an N-Heterocyclic Carbene with a Primary Amine Donor

  Organometallics ACS

• Effect of chelating ring size in catalytic ketone hydrogenation: facile synthesis of ruthenium(II) precatalysts containing an N-heterocyclic carbene with a primary amine donor for ketone hydrogenation and a DFT study of mechanisms

  Dalton Transactions

• Iron Complexes for the Catalytic Transfer Hydrogenation of Acetophenone: Steric and Electronic Effects Imposed by Alkyl Substituents at Phosphorus.

  Inorganic Chemistry

  graduate work

• Synthesis of Iron P-N-P'​ and P-NH-P' Asymmetric Hydrogenation Catalysts

  Organometallics

  Complexes of the type mer,trans-[Fe(P-N-P′)(CO)2Br]BF4 are known to be precatalysts for the asymmetric direct hydrogenation of ketones and imines. Employing related ligand scaffolds, we successfully generated and tested the series of three new precatalysts [Fe(PCy2CH2CH═NCH(R)CH2PPh2)(CO)2Br]BF4 with chirality derived from (S)-amino alcohols with phenyl, benzyl, and isopropyl substituents (R), yielding fairly active and selective systems. For the reduction of acetophenone to (S)-1-phenylethanol turnover frequencies up to 920 h–1 and up to 74% enantiomeric excess at 50 °C and 5–25 atm of H2 were obtained. We found, however, that placing these large groups R next to nitrogen was found to be deleterious to catalytic activity. Extending the scope of the ligand structure, we then developed a series of six P-N-P and five P-NH-P′ systems starting with o-diphenylphosphinobenzaldehyde and the phosphine-amines PPh2CHR1CHR2NH2 (R1 = H, Ph, CH2Ph, iPr with R2 = H or R1 = Me, Ph with R2 = Ph) as well as their corresponding [Fe(P-N-P′)(NCMe)3][BF4]2 and [Fe(P-NH-P′)(NCMe)3][BF4]2 complexes, which were not catalytically active. Finally, we made the new achiral iron complex mer,cis-Fe(PPh2(o-C6H4)CHNCH2CH2PPh2)(CO)Br2, which was active for the direct hydrogenation of acetophenone, achieving turnover frequencies of 800 h–1 at 50 °C and 25 atm of H2.

• Bifunctional Mechanism with Unconventional Intermediates for the Hydrogenation of Ketones Catalyzed by an Iridium(III) Complex Containing an N-Heterocyclic Carbene with a Primary Amine Donor

  Organometallics ACS

• New Cyclic Phosphonium Salts Derived from the Reaction of Phosphine-aldehydes with Acid.

  Journal of Organometallic Chemistry

  graduate work

• Synthesis of New Late Transition Metal P,P-, P,N-, and P,O- Complexes Using Phosphonium Dimers as Convenient Ligand Precursors.

  Inorganic Chemistry

• Distinguishing homogeneous from nanoparticle asymmetric iron catalysis

  Catalysis Science & Technology

• Low-valent Ene-amido Iron Complexes for the Asymmetric Transfer Hydrogenation of Acetophenone Without Base.

  Journal of the American Chemical Society

  graduate work

• Mechanistic investigation of the hydrogenation of ketones catalyzed by a ruthenium(II) complex featuring an N-heterocyclic carbene with a tethered primary amine donor: Evidence for an inner sphere mechanism

  Organometallics ACS

• rPrimary Amine Functionalized N-Heterocyclic Carbene Complexes of Iridium: Synthesis, Structure, and Catalysis

  Organometallics ACS

• rPrimary Amine Functionalized N-Heterocyclic Carbene Complexes of Iridium: Synthesis, Structure, and Catalysis

  Organometallics ACS

• Ester Hydrogenation Catalyzed by a Ruthenium(II) Complex Bearing an N-Heterocyclic Carbene Tethered with an “NH2” Group and a DFT Study of the Proposed Bifunctional Mechanism

  ACS Catalysis

• The hydrogenation of molecules with polar bonds catalyzed by a ruthenium(II) complex bearing a chelating N-heterocyclic carbene with a primary amine donor

  Chemical Communications RSC

• Factors Favoring Efficient Bifunctional Catalysis. Study of a Ruthenium(II) Hydrogenation Catalyst Containing an N-Heterocyclic Carbene with a Primary Amine Donor

  Organometallics ACS

• Effect of chelating ring size in catalytic ketone hydrogenation: facile synthesis of ruthenium(II) precatalysts containing an N-heterocyclic carbene with a primary amine donor for ketone hydrogenation and a DFT study of mechanisms

  Dalton Transactions

• Iron Complexes for the Catalytic Transfer Hydrogenation of Acetophenone: Steric and Electronic Effects Imposed by Alkyl Substituents at Phosphorus.

  Inorganic Chemistry

  graduate work

• Synthesis of Iron P-N-P'​ and P-NH-P' Asymmetric Hydrogenation Catalysts

  Organometallics

  Complexes of the type mer,trans-[Fe(P-N-P′)(CO)2Br]BF4 are known to be precatalysts for the asymmetric direct hydrogenation of ketones and imines. Employing related ligand scaffolds, we successfully generated and tested the series of three new precatalysts [Fe(PCy2CH2CH═NCH(R)CH2PPh2)(CO)2Br]BF4 with chirality derived from (S)-amino alcohols with phenyl, benzyl, and isopropyl substituents (R), yielding fairly active and selective systems. For the reduction of acetophenone to (S)-1-phenylethanol turnover frequencies up to 920 h–1 and up to 74% enantiomeric excess at 50 °C and 5–25 atm of H2 were obtained. We found, however, that placing these large groups R next to nitrogen was found to be deleterious to catalytic activity. Extending the scope of the ligand structure, we then developed a series of six P-N-P and five P-NH-P′ systems starting with o-diphenylphosphinobenzaldehyde and the phosphine-amines PPh2CHR1CHR2NH2 (R1 = H, Ph, CH2Ph, iPr with R2 = H or R1 = Me, Ph with R2 = Ph) as well as their corresponding [Fe(P-N-P′)(NCMe)3][BF4]2 and [Fe(P-NH-P′)(NCMe)3][BF4]2 complexes, which were not catalytically active. Finally, we made the new achiral iron complex mer,cis-Fe(PPh2(o-C6H4)CHNCH2CH2PPh2)(CO)Br2, which was active for the direct hydrogenation of acetophenone, achieving turnover frequencies of 800 h–1 at 50 °C and 25 atm of H2.

• Bifunctional Mechanism with Unconventional Intermediates for the Hydrogenation of Ketones Catalyzed by an Iridium(III) Complex Containing an N-Heterocyclic Carbene with a Primary Amine Donor

  Organometallics ACS

• New Cyclic Phosphonium Salts Derived from the Reaction of Phosphine-aldehydes with Acid.

  Journal of Organometallic Chemistry

  graduate work

• Synthesis of New Late Transition Metal P,P-, P,N-, and P,O- Complexes Using Phosphonium Dimers as Convenient Ligand Precursors.

  Inorganic Chemistry

• Distinguishing homogeneous from nanoparticle asymmetric iron catalysis

  Catalysis Science & Technology

• Low-valent Ene-amido Iron Complexes for the Asymmetric Transfer Hydrogenation of Acetophenone Without Base.

  Journal of the American Chemical Society

  graduate work

• Mechanistic investigation of the hydrogenation of ketones catalyzed by a ruthenium(II) complex featuring an N-heterocyclic carbene with a tethered primary amine donor: Evidence for an inner sphere mechanism

  Organometallics ACS

• rPrimary Amine Functionalized N-Heterocyclic Carbene Complexes of Iridium: Synthesis, Structure, and Catalysis

  Organometallics ACS

• rPrimary Amine Functionalized N-Heterocyclic Carbene Complexes of Iridium: Synthesis, Structure, and Catalysis

  Organometallics ACS

• Ester Hydrogenation Catalyzed by a Ruthenium(II) Complex Bearing an N-Heterocyclic Carbene Tethered with an “NH2” Group and a DFT Study of the Proposed Bifunctional Mechanism

  ACS Catalysis

• Exploring the Decomposition Pathways of Iron Asymmetric Transfer Hydrogenation Catalysts.

  Dalton Transactions

  doi: 10.1039/C4DT02799J.

• The hydrogenation of molecules with polar bonds catalyzed by a ruthenium(II) complex bearing a chelating N-heterocyclic carbene with a primary amine donor

  Chemical Communications RSC

• Factors Favoring Efficient Bifunctional Catalysis. Study of a Ruthenium(II) Hydrogenation Catalyst Containing an N-Heterocyclic Carbene with a Primary Amine Donor

  Organometallics ACS

• Effect of chelating ring size in catalytic ketone hydrogenation: facile synthesis of ruthenium(II) precatalysts containing an N-heterocyclic carbene with a primary amine donor for ketone hydrogenation and a DFT study of mechanisms

  Dalton Transactions

• Iron Complexes for the Catalytic Transfer Hydrogenation of Acetophenone: Steric and Electronic Effects Imposed by Alkyl Substituents at Phosphorus.

  Inorganic Chemistry

  graduate work

• Synthesis of Iron P-N-P'​ and P-NH-P' Asymmetric Hydrogenation Catalysts

  Organometallics

  Complexes of the type mer,trans-[Fe(P-N-P′)(CO)2Br]BF4 are known to be precatalysts for the asymmetric direct hydrogenation of ketones and imines. Employing related ligand scaffolds, we successfully generated and tested the series of three new precatalysts [Fe(PCy2CH2CH═NCH(R)CH2PPh2)(CO)2Br]BF4 with chirality derived from (S)-amino alcohols with phenyl, benzyl, and isopropyl substituents (R), yielding fairly active and selective systems. For the reduction of acetophenone to (S)-1-phenylethanol turnover frequencies up to 920 h–1 and up to 74% enantiomeric excess at 50 °C and 5–25 atm of H2 were obtained. We found, however, that placing these large groups R next to nitrogen was found to be deleterious to catalytic activity. Extending the scope of the ligand structure, we then developed a series of six P-N-P and five P-NH-P′ systems starting with o-diphenylphosphinobenzaldehyde and the phosphine-amines PPh2CHR1CHR2NH2 (R1 = H, Ph, CH2Ph, iPr with R2 = H or R1 = Me, Ph with R2 = Ph) as well as their corresponding [Fe(P-N-P′)(NCMe)3][BF4]2 and [Fe(P-NH-P′)(NCMe)3][BF4]2 complexes, which were not catalytically active. Finally, we made the new achiral iron complex mer,cis-Fe(PPh2(o-C6H4)CHNCH2CH2PPh2)(CO)Br2, which was active for the direct hydrogenation of acetophenone, achieving turnover frequencies of 800 h–1 at 50 °C and 25 atm of H2.

• Bifunctional Mechanism with Unconventional Intermediates for the Hydrogenation of Ketones Catalyzed by an Iridium(III) Complex Containing an N-Heterocyclic Carbene with a Primary Amine Donor

  Organometallics ACS

• New Cyclic Phosphonium Salts Derived from the Reaction of Phosphine-aldehydes with Acid.

  Journal of Organometallic Chemistry

  graduate work

• Synthesis of New Late Transition Metal P,P-, P,N-, and P,O- Complexes Using Phosphonium Dimers as Convenient Ligand Precursors.

  Inorganic Chemistry

• Distinguishing homogeneous from nanoparticle asymmetric iron catalysis

  Catalysis Science & Technology

• Low-valent Ene-amido Iron Complexes for the Asymmetric Transfer Hydrogenation of Acetophenone Without Base.

  Journal of the American Chemical Society

  graduate work

• Mechanistic investigation of the hydrogenation of ketones catalyzed by a ruthenium(II) complex featuring an N-heterocyclic carbene with a tethered primary amine donor: Evidence for an inner sphere mechanism

  Organometallics ACS

• rPrimary Amine Functionalized N-Heterocyclic Carbene Complexes of Iridium: Synthesis, Structure, and Catalysis

  Organometallics ACS

• rPrimary Amine Functionalized N-Heterocyclic Carbene Complexes of Iridium: Synthesis, Structure, and Catalysis

  Organometallics ACS

• Ester Hydrogenation Catalyzed by a Ruthenium(II) Complex Bearing an N-Heterocyclic Carbene Tethered with an “NH2” Group and a DFT Study of the Proposed Bifunctional Mechanism

  ACS Catalysis

• Exploring the Decomposition Pathways of Iron Asymmetric Transfer Hydrogenation Catalysts.

  Dalton Transactions

  doi: 10.1039/C4DT02799J.

• Intramolecular C-H/O-H Bond Cleavage with Water and Alcohol Using a Phosphine-Free Ruthenium Carbene NCN Pincer Complex

  Chemistry - A European Journal

• The hydrogenation of molecules with polar bonds catalyzed by a ruthenium(II) complex bearing a chelating N-heterocyclic carbene with a primary amine donor

  Chemical Communications RSC

• Factors Favoring Efficient Bifunctional Catalysis. Study of a Ruthenium(II) Hydrogenation Catalyst Containing an N-Heterocyclic Carbene with a Primary Amine Donor

  Organometallics ACS

• Effect of chelating ring size in catalytic ketone hydrogenation: facile synthesis of ruthenium(II) precatalysts containing an N-heterocyclic carbene with a primary amine donor for ketone hydrogenation and a DFT study of mechanisms

  Dalton Transactions

• Iron Complexes for the Catalytic Transfer Hydrogenation of Acetophenone: Steric and Electronic Effects Imposed by Alkyl Substituents at Phosphorus.

  Inorganic Chemistry

  graduate work

• Synthesis of Iron P-N-P'​ and P-NH-P' Asymmetric Hydrogenation Catalysts

  Organometallics

  Complexes of the type mer,trans-[Fe(P-N-P′)(CO)2Br]BF4 are known to be precatalysts for the asymmetric direct hydrogenation of ketones and imines. Employing related ligand scaffolds, we successfully generated and tested the series of three new precatalysts [Fe(PCy2CH2CH═NCH(R)CH2PPh2)(CO)2Br]BF4 with chirality derived from (S)-amino alcohols with phenyl, benzyl, and isopropyl substituents (R), yielding fairly active and selective systems. For the reduction of acetophenone to (S)-1-phenylethanol turnover frequencies up to 920 h–1 and up to 74% enantiomeric excess at 50 °C and 5–25 atm of H2 were obtained. We found, however, that placing these large groups R next to nitrogen was found to be deleterious to catalytic activity. Extending the scope of the ligand structure, we then developed a series of six P-N-P and five P-NH-P′ systems starting with o-diphenylphosphinobenzaldehyde and the phosphine-amines PPh2CHR1CHR2NH2 (R1 = H, Ph, CH2Ph, iPr with R2 = H or R1 = Me, Ph with R2 = Ph) as well as their corresponding [Fe(P-N-P′)(NCMe)3][BF4]2 and [Fe(P-NH-P′)(NCMe)3][BF4]2 complexes, which were not catalytically active. Finally, we made the new achiral iron complex mer,cis-Fe(PPh2(o-C6H4)CHNCH2CH2PPh2)(CO)Br2, which was active for the direct hydrogenation of acetophenone, achieving turnover frequencies of 800 h–1 at 50 °C and 25 atm of H2.

• Bifunctional Mechanism with Unconventional Intermediates for the Hydrogenation of Ketones Catalyzed by an Iridium(III) Complex Containing an N-Heterocyclic Carbene with a Primary Amine Donor

  Organometallics ACS

• New Cyclic Phosphonium Salts Derived from the Reaction of Phosphine-aldehydes with Acid.

  Journal of Organometallic Chemistry

  graduate work

• Synthesis of New Late Transition Metal P,P-, P,N-, and P,O- Complexes Using Phosphonium Dimers as Convenient Ligand Precursors.

  Inorganic Chemistry

• Distinguishing homogeneous from nanoparticle asymmetric iron catalysis

  Catalysis Science & Technology

• Low-valent Ene-amido Iron Complexes for the Asymmetric Transfer Hydrogenation of Acetophenone Without Base.

  Journal of the American Chemical Society

  graduate work

• Mechanistic investigation of the hydrogenation of ketones catalyzed by a ruthenium(II) complex featuring an N-heterocyclic carbene with a tethered primary amine donor: Evidence for an inner sphere mechanism

  Organometallics ACS

• rPrimary Amine Functionalized N-Heterocyclic Carbene Complexes of Iridium: Synthesis, Structure, and Catalysis

  Organometallics ACS

• rPrimary Amine Functionalized N-Heterocyclic Carbene Complexes of Iridium: Synthesis, Structure, and Catalysis

  Organometallics ACS

• Ester Hydrogenation Catalyzed by a Ruthenium(II) Complex Bearing an N-Heterocyclic Carbene Tethered with an “NH2” Group and a DFT Study of the Proposed Bifunctional Mechanism

  ACS Catalysis

• Exploring the Decomposition Pathways of Iron Asymmetric Transfer Hydrogenation Catalysts.

  Dalton Transactions

  doi: 10.1039/C4DT02799J.

• Intramolecular C-H/O-H Bond Cleavage with Water and Alcohol Using a Phosphine-Free Ruthenium Carbene NCN Pincer Complex

  Chemistry - A European Journal

• Iron Catalysts Containing Amine(imine)diphosphine P-NH-N-P Ligands Catalyze both the Asymmetric Hydrogenation and Asymmetric Transfer Hydrogenation of Ketones

  Organometallics

• The hydrogenation of molecules with polar bonds catalyzed by a ruthenium(II) complex bearing a chelating N-heterocyclic carbene with a primary amine donor

  Chemical Communications RSC

• Factors Favoring Efficient Bifunctional Catalysis. Study of a Ruthenium(II) Hydrogenation Catalyst Containing an N-Heterocyclic Carbene with a Primary Amine Donor

  Organometallics ACS

• Effect of chelating ring size in catalytic ketone hydrogenation: facile synthesis of ruthenium(II) precatalysts containing an N-heterocyclic carbene with a primary amine donor for ketone hydrogenation and a DFT study of mechanisms

  Dalton Transactions

• Iron Complexes for the Catalytic Transfer Hydrogenation of Acetophenone: Steric and Electronic Effects Imposed by Alkyl Substituents at Phosphorus.

  Inorganic Chemistry

  graduate work

• Synthesis of Iron P-N-P'​ and P-NH-P' Asymmetric Hydrogenation Catalysts

  Organometallics

  Complexes of the type mer,trans-[Fe(P-N-P′)(CO)2Br]BF4 are known to be precatalysts for the asymmetric direct hydrogenation of ketones and imines. Employing related ligand scaffolds, we successfully generated and tested the series of three new precatalysts [Fe(PCy2CH2CH═NCH(R)CH2PPh2)(CO)2Br]BF4 with chirality derived from (S)-amino alcohols with phenyl, benzyl, and isopropyl substituents (R), yielding fairly active and selective systems. For the reduction of acetophenone to (S)-1-phenylethanol turnover frequencies up to 920 h–1 and up to 74% enantiomeric excess at 50 °C and 5–25 atm of H2 were obtained. We found, however, that placing these large groups R next to nitrogen was found to be deleterious to catalytic activity. Extending the scope of the ligand structure, we then developed a series of six P-N-P and five P-NH-P′ systems starting with o-diphenylphosphinobenzaldehyde and the phosphine-amines PPh2CHR1CHR2NH2 (R1 = H, Ph, CH2Ph, iPr with R2 = H or R1 = Me, Ph with R2 = Ph) as well as their corresponding [Fe(P-N-P′)(NCMe)3][BF4]2 and [Fe(P-NH-P′)(NCMe)3][BF4]2 complexes, which were not catalytically active. Finally, we made the new achiral iron complex mer,cis-Fe(PPh2(o-C6H4)CHNCH2CH2PPh2)(CO)Br2, which was active for the direct hydrogenation of acetophenone, achieving turnover frequencies of 800 h–1 at 50 °C and 25 atm of H2.

• Bifunctional Mechanism with Unconventional Intermediates for the Hydrogenation of Ketones Catalyzed by an Iridium(III) Complex Containing an N-Heterocyclic Carbene with a Primary Amine Donor

  Organometallics ACS

• New Cyclic Phosphonium Salts Derived from the Reaction of Phosphine-aldehydes with Acid.

  Journal of Organometallic Chemistry

  graduate work

• Synthesis of New Late Transition Metal P,P-, P,N-, and P,O- Complexes Using Phosphonium Dimers as Convenient Ligand Precursors.

  Inorganic Chemistry

• Distinguishing homogeneous from nanoparticle asymmetric iron catalysis

  Catalysis Science & Technology

• Low-valent Ene-amido Iron Complexes for the Asymmetric Transfer Hydrogenation of Acetophenone Without Base.

  Journal of the American Chemical Society

  graduate work

• Mechanistic investigation of the hydrogenation of ketones catalyzed by a ruthenium(II) complex featuring an N-heterocyclic carbene with a tethered primary amine donor: Evidence for an inner sphere mechanism

  Organometallics ACS

• rPrimary Amine Functionalized N-Heterocyclic Carbene Complexes of Iridium: Synthesis, Structure, and Catalysis

  Organometallics ACS

• rPrimary Amine Functionalized N-Heterocyclic Carbene Complexes of Iridium: Synthesis, Structure, and Catalysis

  Organometallics ACS

• Ester Hydrogenation Catalyzed by a Ruthenium(II) Complex Bearing an N-Heterocyclic Carbene Tethered with an “NH2” Group and a DFT Study of the Proposed Bifunctional Mechanism

  ACS Catalysis

• Exploring the Decomposition Pathways of Iron Asymmetric Transfer Hydrogenation Catalysts.

  Dalton Transactions

  doi: 10.1039/C4DT02799J.

• Intramolecular C-H/O-H Bond Cleavage with Water and Alcohol Using a Phosphine-Free Ruthenium Carbene NCN Pincer Complex

  Chemistry - A European Journal

• Iron Catalysts Containing Amine(imine)diphosphine P-NH-N-P Ligands Catalyze both the Asymmetric Hydrogenation and Asymmetric Transfer Hydrogenation of Ketones

  Organometallics

• (eta-5-Pentamethylcyclopentadienyl)(6-toluene)ruthenium(II) hexafluoridophosphate

  Acta Crystallographica Section E

• The hydrogenation of molecules with polar bonds catalyzed by a ruthenium(II) complex bearing a chelating N-heterocyclic carbene with a primary amine donor

  Chemical Communications RSC

• Factors Favoring Efficient Bifunctional Catalysis. Study of a Ruthenium(II) Hydrogenation Catalyst Containing an N-Heterocyclic Carbene with a Primary Amine Donor

  Organometallics ACS

• Effect of chelating ring size in catalytic ketone hydrogenation: facile synthesis of ruthenium(II) precatalysts containing an N-heterocyclic carbene with a primary amine donor for ketone hydrogenation and a DFT study of mechanisms

  Dalton Transactions

• Iron Complexes for the Catalytic Transfer Hydrogenation of Acetophenone: Steric and Electronic Effects Imposed by Alkyl Substituents at Phosphorus.

  Inorganic Chemistry

  graduate work

• Synthesis of Iron P-N-P'​ and P-NH-P' Asymmetric Hydrogenation Catalysts

  Organometallics

  Complexes of the type mer,trans-[Fe(P-N-P′)(CO)2Br]BF4 are known to be precatalysts for the asymmetric direct hydrogenation of ketones and imines. Employing related ligand scaffolds, we successfully generated and tested the series of three new precatalysts [Fe(PCy2CH2CH═NCH(R)CH2PPh2)(CO)2Br]BF4 with chirality derived from (S)-amino alcohols with phenyl, benzyl, and isopropyl substituents (R), yielding fairly active and selective systems. For the reduction of acetophenone to (S)-1-phenylethanol turnover frequencies up to 920 h–1 and up to 74% enantiomeric excess at 50 °C and 5–25 atm of H2 were obtained. We found, however, that placing these large groups R next to nitrogen was found to be deleterious to catalytic activity. Extending the scope of the ligand structure, we then developed a series of six P-N-P and five P-NH-P′ systems starting with o-diphenylphosphinobenzaldehyde and the phosphine-amines PPh2CHR1CHR2NH2 (R1 = H, Ph, CH2Ph, iPr with R2 = H or R1 = Me, Ph with R2 = Ph) as well as their corresponding [Fe(P-N-P′)(NCMe)3][BF4]2 and [Fe(P-NH-P′)(NCMe)3][BF4]2 complexes, which were not catalytically active. Finally, we made the new achiral iron complex mer,cis-Fe(PPh2(o-C6H4)CHNCH2CH2PPh2)(CO)Br2, which was active for the direct hydrogenation of acetophenone, achieving turnover frequencies of 800 h–1 at 50 °C and 25 atm of H2.

• Bifunctional Mechanism with Unconventional Intermediates for the Hydrogenation of Ketones Catalyzed by an Iridium(III) Complex Containing an N-Heterocyclic Carbene with a Primary Amine Donor

  Organometallics ACS

• New Cyclic Phosphonium Salts Derived from the Reaction of Phosphine-aldehydes with Acid.

  Journal of Organometallic Chemistry

  graduate work

• Synthesis of New Late Transition Metal P,P-, P,N-, and P,O- Complexes Using Phosphonium Dimers as Convenient Ligand Precursors.

  Inorganic Chemistry

• Distinguishing homogeneous from nanoparticle asymmetric iron catalysis

  Catalysis Science & Technology

• Low-valent Ene-amido Iron Complexes for the Asymmetric Transfer Hydrogenation of Acetophenone Without Base.

  Journal of the American Chemical Society

  graduate work

• Mechanistic investigation of the hydrogenation of ketones catalyzed by a ruthenium(II) complex featuring an N-heterocyclic carbene with a tethered primary amine donor: Evidence for an inner sphere mechanism

  Organometallics ACS

• rPrimary Amine Functionalized N-Heterocyclic Carbene Complexes of Iridium: Synthesis, Structure, and Catalysis

  Organometallics ACS

• rPrimary Amine Functionalized N-Heterocyclic Carbene Complexes of Iridium: Synthesis, Structure, and Catalysis

  Organometallics ACS

• Ester Hydrogenation Catalyzed by a Ruthenium(II) Complex Bearing an N-Heterocyclic Carbene Tethered with an “NH2” Group and a DFT Study of the Proposed Bifunctional Mechanism

  ACS Catalysis

• Exploring the Decomposition Pathways of Iron Asymmetric Transfer Hydrogenation Catalysts.

  Dalton Transactions

  doi: 10.1039/C4DT02799J.

• Intramolecular C-H/O-H Bond Cleavage with Water and Alcohol Using a Phosphine-Free Ruthenium Carbene NCN Pincer Complex

  Chemistry - A European Journal

• Iron Catalysts Containing Amine(imine)diphosphine P-NH-N-P Ligands Catalyze both the Asymmetric Hydrogenation and Asymmetric Transfer Hydrogenation of Ketones

  Organometallics

• (eta-5-Pentamethylcyclopentadienyl)(6-toluene)ruthenium(II) hexafluoridophosphate

  Acta Crystallographica Section E

• Iron Complexes Containing Unsymmetrical P-N-Pʹ Pincer Ligands for the Catalytic Asymmetric Hydrogenation of Ketones and Imines.

  Journal of the American Chemical Society

• The hydrogenation of molecules with polar bonds catalyzed by a ruthenium(II) complex bearing a chelating N-heterocyclic carbene with a primary amine donor

  Chemical Communications RSC

• Factors Favoring Efficient Bifunctional Catalysis. Study of a Ruthenium(II) Hydrogenation Catalyst Containing an N-Heterocyclic Carbene with a Primary Amine Donor

  Organometallics ACS

• Effect of chelating ring size in catalytic ketone hydrogenation: facile synthesis of ruthenium(II) precatalysts containing an N-heterocyclic carbene with a primary amine donor for ketone hydrogenation and a DFT study of mechanisms

  Dalton Transactions

• Iron Complexes for the Catalytic Transfer Hydrogenation of Acetophenone: Steric and Electronic Effects Imposed by Alkyl Substituents at Phosphorus.

  Inorganic Chemistry

  graduate work

• Synthesis of Iron P-N-P'​ and P-NH-P' Asymmetric Hydrogenation Catalysts

  Organometallics

  Complexes of the type mer,trans-[Fe(P-N-P′)(CO)2Br]BF4 are known to be precatalysts for the asymmetric direct hydrogenation of ketones and imines. Employing related ligand scaffolds, we successfully generated and tested the series of three new precatalysts [Fe(PCy2CH2CH═NCH(R)CH2PPh2)(CO)2Br]BF4 with chirality derived from (S)-amino alcohols with phenyl, benzyl, and isopropyl substituents (R), yielding fairly active and selective systems. For the reduction of acetophenone to (S)-1-phenylethanol turnover frequencies up to 920 h–1 and up to 74% enantiomeric excess at 50 °C and 5–25 atm of H2 were obtained. We found, however, that placing these large groups R next to nitrogen was found to be deleterious to catalytic activity. Extending the scope of the ligand structure, we then developed a series of six P-N-P and five P-NH-P′ systems starting with o-diphenylphosphinobenzaldehyde and the phosphine-amines PPh2CHR1CHR2NH2 (R1 = H, Ph, CH2Ph, iPr with R2 = H or R1 = Me, Ph with R2 = Ph) as well as their corresponding [Fe(P-N-P′)(NCMe)3][BF4]2 and [Fe(P-NH-P′)(NCMe)3][BF4]2 complexes, which were not catalytically active. Finally, we made the new achiral iron complex mer,cis-Fe(PPh2(o-C6H4)CHNCH2CH2PPh2)(CO)Br2, which was active for the direct hydrogenation of acetophenone, achieving turnover frequencies of 800 h–1 at 50 °C and 25 atm of H2.

• Bifunctional Mechanism with Unconventional Intermediates for the Hydrogenation of Ketones Catalyzed by an Iridium(III) Complex Containing an N-Heterocyclic Carbene with a Primary Amine Donor

  Organometallics ACS

• New Cyclic Phosphonium Salts Derived from the Reaction of Phosphine-aldehydes with Acid.

  Journal of Organometallic Chemistry

  graduate work

• Synthesis of New Late Transition Metal P,P-, P,N-, and P,O- Complexes Using Phosphonium Dimers as Convenient Ligand Precursors.

  Inorganic Chemistry

• Distinguishing homogeneous from nanoparticle asymmetric iron catalysis

  Catalysis Science & Technology

• Low-valent Ene-amido Iron Complexes for the Asymmetric Transfer Hydrogenation of Acetophenone Without Base.

  Journal of the American Chemical Society

  graduate work

• Mechanistic investigation of the hydrogenation of ketones catalyzed by a ruthenium(II) complex featuring an N-heterocyclic carbene with a tethered primary amine donor: Evidence for an inner sphere mechanism

  Organometallics ACS

• rPrimary Amine Functionalized N-Heterocyclic Carbene Complexes of Iridium: Synthesis, Structure, and Catalysis

  Organometallics ACS

• rPrimary Amine Functionalized N-Heterocyclic Carbene Complexes of Iridium: Synthesis, Structure, and Catalysis

  Organometallics ACS

• Ester Hydrogenation Catalyzed by a Ruthenium(II) Complex Bearing an N-Heterocyclic Carbene Tethered with an “NH2” Group and a DFT Study of the Proposed Bifunctional Mechanism

  ACS Catalysis

• Exploring the Decomposition Pathways of Iron Asymmetric Transfer Hydrogenation Catalysts.

  Dalton Transactions

  doi: 10.1039/C4DT02799J.

• Intramolecular C-H/O-H Bond Cleavage with Water and Alcohol Using a Phosphine-Free Ruthenium Carbene NCN Pincer Complex

  Chemistry - A European Journal

• Iron Catalysts Containing Amine(imine)diphosphine P-NH-N-P Ligands Catalyze both the Asymmetric Hydrogenation and Asymmetric Transfer Hydrogenation of Ketones

  Organometallics

• (eta-5-Pentamethylcyclopentadienyl)(6-toluene)ruthenium(II) hexafluoridophosphate

  Acta Crystallographica Section E

• Iron Complexes Containing Unsymmetrical P-N-Pʹ Pincer Ligands for the Catalytic Asymmetric Hydrogenation of Ketones and Imines.

  Journal of the American Chemical Society

• Iron(II) Complexes Containing Unsymmetrical P–N–P′ Pincer Ligands for the Catalytic Asymmetric Hydrogenation of Ketones and Imines

  J. Am. Chem. Soc.

  After their treatment with LiAlH4 and then alcohol, new iron dicarbonyl complexes mer-trans-[Fe(Br)(CO)2(P–CH═N–P′)][BF4] (where P–CH═N–P′ = R2PCH2CH═NCH2CH2PPh2 and R = Cy or iPr or P–CH═N–P′ = (S,S)- Cy2PCH2CH═NCH(Me)CH(Ph)PPh2) are catalysts for the hydrogenation of ketones in THF solvent with added KOtBu at 50 °C and 5 atm H2. Complexes with R = Ph are not active. With the enantiopure complex, alcohols are produced with an enantiomeric excess of up to 85% (S) at TOF up to 2000 h–1, TON of up to 5000, for a range of ketones. An activated imine is hydrogenated to the amine in 90% ee at a TOF 20 h–1and TON 99. This is a significant advance in asymmetric pressure hydrogenation using iron. The complexes are prepared in two steps: (1) a one-pot reaction of phosphonium dimers ([cyclo-(PR2CH2CH(OH)−)2][Br]2), KOtBu, FeBr2, and Ph2PCH2CH2NH2 (or (S,S)-Ph2PCH(Ph)CH(Me)NH2 for the enantiopure complex) in THF under a CO atmosphere to produce the complexes cis- and trans-[Fe(Br)2(CO)(P–CH═N–P′)]; (2) the reaction of these with AgBF4 under CO(g) to afford the dicarbonyl complexes in high yield (50–90%). NMR and DFT studies of the process of precatalyst activation show that the dicarbonyl complexes are converted first to hydride–aluminum hydride complexes where the imine of the P–CH═N–P′ ligand is reduced to an amide [P–CH2N–P′]− with aluminum hydrides still bound to the nitrogen. These hydride species react with alcohol to give monohydride amine iron compounds FeH(OR′)(CO)(P–CH2NH–P′), R′ = Me, CMe2Et as well as the iron(0) complex Fe(CO)2(P–CH2NH–P′) under certain conditions.