Highly Efficient Abnormal NHC Ruthenium Catalyst for Oppenauer-Type Oxidation and Transfer Hydrogenation Reactions

Lorenz Pardatscher; Benjamin J. Hofmann; Pauline J. Fischer; Sebastian M. Hölzl; Robert M. Reich; Fritz E. Kühn; Walter Baratta

doi:10.1021/acscatal.9b03677

Highly Efficient Abnormal NHC Ruthenium Catalyst for Oppenauer-Type Oxidation and Transfer Hydrogenation Reactions

Lorenz Pardatscher, Benjamin J. Hofmann, Pauline J. Fischer, Sebastian M. Hölzl, Robert M. Reich, Fritz E. Kühn, Walter Baratta

Associate Professorship of Molecular Catalysis

Research output: Contribution to journal › Article › peer-review

37 Scopus citations

Abstract

The ruthenium complex [Ru(OAc)(a-PC)₂]Br (3) containing two abnormal NHC ligands is obtained by reaction of Ru(OAc)₂(PPh₃)₂ (1) with 1-(2-diphenylphosphinoethyl)-3-mesitylimidazolium bromide in the presence of NaOAc. Complex 3 catalyzes the Oppenauer-type oxidation of a number of alcohols at unrivalled reaction rates reaching TOFs up to 550 000 h^-1, at low catalyst loadings (S/C higher than 10 000) and using acetone in stoichiometric amounts.

Original language	English
Pages (from-to)	11302-11306
Number of pages	5
Journal	ACS Catalysis
Volume	9
Issue number	12
DOIs	https://doi.org/10.1021/acscatal.9b03677
State	Published - 6 Dec 2019

Keywords

alcohols
carbonyl compounds
N-heterocyclic carbenes
Oppenauer-type oxidation
ruthenium
smart ligands
transfer hydrogenation

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10.1021/acscatal.9b03677

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title = "Highly Efficient Abnormal NHC Ruthenium Catalyst for Oppenauer-Type Oxidation and Transfer Hydrogenation Reactions",

abstract = "The ruthenium complex [Ru(OAc)(a-PC)2]Br (3) containing two abnormal NHC ligands is obtained by reaction of Ru(OAc)2(PPh3)2 (1) with 1-(2-diphenylphosphinoethyl)-3-mesitylimidazolium bromide in the presence of NaOAc. Complex 3 catalyzes the Oppenauer-type oxidation of a number of alcohols at unrivalled reaction rates reaching TOFs up to 550 000 h-1, at low catalyst loadings (S/C higher than 10 000) and using acetone in stoichiometric amounts.",

keywords = "alcohols, carbonyl compounds, N-heterocyclic carbenes, Oppenauer-type oxidation, ruthenium, smart ligands, transfer hydrogenation",

author = "Lorenz Pardatscher and Hofmann, {Benjamin J.} and Fischer, {Pauline J.} and H{\"o}lzl, {Sebastian M.} and Reich, {Robert M.} and K{\"u}hn, {Fritz E.} and Walter Baratta",

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year = "2019",

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day = "6",

doi = "10.1021/acscatal.9b03677",

language = "English",

volume = "9",

pages = "11302--11306",

journal = "ACS Catalysis",

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T1 - Highly Efficient Abnormal NHC Ruthenium Catalyst for Oppenauer-Type Oxidation and Transfer Hydrogenation Reactions

AU - Pardatscher, Lorenz

AU - Hofmann, Benjamin J.

AU - Fischer, Pauline J.

AU - Hölzl, Sebastian M.

AU - Reich, Robert M.

AU - Kühn, Fritz E.

AU - Baratta, Walter

PY - 2019/12/6

Y1 - 2019/12/6

N2 - The ruthenium complex [Ru(OAc)(a-PC)2]Br (3) containing two abnormal NHC ligands is obtained by reaction of Ru(OAc)2(PPh3)2 (1) with 1-(2-diphenylphosphinoethyl)-3-mesitylimidazolium bromide in the presence of NaOAc. Complex 3 catalyzes the Oppenauer-type oxidation of a number of alcohols at unrivalled reaction rates reaching TOFs up to 550 000 h-1, at low catalyst loadings (S/C higher than 10 000) and using acetone in stoichiometric amounts.

AB - The ruthenium complex [Ru(OAc)(a-PC)2]Br (3) containing two abnormal NHC ligands is obtained by reaction of Ru(OAc)2(PPh3)2 (1) with 1-(2-diphenylphosphinoethyl)-3-mesitylimidazolium bromide in the presence of NaOAc. Complex 3 catalyzes the Oppenauer-type oxidation of a number of alcohols at unrivalled reaction rates reaching TOFs up to 550 000 h-1, at low catalyst loadings (S/C higher than 10 000) and using acetone in stoichiometric amounts.

KW - alcohols

KW - carbonyl compounds

KW - N-heterocyclic carbenes

KW - Oppenauer-type oxidation

KW - ruthenium

KW - smart ligands

KW - transfer hydrogenation

UR - http://www.scopus.com/inward/record.url?scp=85075132640&partnerID=8YFLogxK

U2 - 10.1021/acscatal.9b03677

DO - 10.1021/acscatal.9b03677

M3 - Article

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SN - 2155-5435

VL - 9

SP - 11302

EP - 11306

JO - ACS Catalysis

JF - ACS Catalysis

IS - 12

ER -

Highly Efficient Abnormal NHC Ruthenium Catalyst for Oppenauer-Type Oxidation and Transfer Hydrogenation Reactions

Abstract

Keywords

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