Manganese-Catalyzed Hydrogenation of Esters to Alcohols

Noel Angel Espinosa-Jalapa; Alexander Nerush; Linda J.W. Shimon; Gregory Leitus; Liat Avram; Yehoshoa Ben-David; David Milstein

doi:10.1002/chem.201604991

Manganese-Catalyzed Hydrogenation of Esters to Alcohols

Noel Angel Espinosa-Jalapa, Alexander Nerush, Linda J.W. Shimon, Gregory Leitus, Liat Avram, Yehoshoa Ben-David, David Milstein

Weizmann Institute of Science, Israel

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

120 Citations (Scopus)

Abstract

Homogeneous catalytic hydrogenation of esters to alcohols is an industrially important, environmentally benign reaction. While precious metal-based catalysts for this reaction are now well known, only very few catalysts based on first-row metal complexes were reported. Here we present the hydrogenation of esters catalyzed by a complex of earth-abundant manganese. The reaction proceeds under mild conditions and insight into the mechanism is provided based on an NMR study and the synthesis of novel Mn complexes postulated as intermediates.

Original language	English
Pages (from-to)	5934-5938
Number of pages	5
Journal	Chemistry - A European Journal
Volume	23
Issue number	25
DOIs	https://doi.org/10.1002/chem.201604991
Publication status	Published - May 2 2017

Keywords

alcohols
esters
homogeneous catalysis
manganese
pincer complexes

ASJC Scopus subject areas

Catalysis
Organic Chemistry

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title = "Manganese-Catalyzed Hydrogenation of Esters to Alcohols",

abstract = "Homogeneous catalytic hydrogenation of esters to alcohols is an industrially important, environmentally benign reaction. While precious metal-based catalysts for this reaction are now well known, only very few catalysts based on first-row metal complexes were reported. Here we present the hydrogenation of esters catalyzed by a complex of earth-abundant manganese. The reaction proceeds under mild conditions and insight into the mechanism is provided based on an NMR study and the synthesis of novel Mn complexes postulated as intermediates.",

keywords = "alcohols, esters, homogeneous catalysis, manganese, pincer complexes",

author = "Espinosa-Jalapa, {Noel Angel} and Alexander Nerush and Shimon, {Linda J.W.} and Gregory Leitus and Liat Avram and Yehoshoa Ben-David and David Milstein",

note = "Funding Information: This research was supported by the Israel Science Foundation, the MINERVA Foundation, and the Kimmel Center for molecular design. D. M. holds the Israel Matz Professorial Chair of Organic Chemistry. N. A. E.-J. thanks Armando Jinich for a postdoctoral fellowship.",

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AU - Espinosa-Jalapa, Noel Angel

AU - Nerush, Alexander

AU - Shimon, Linda J.W.

AU - Leitus, Gregory

AU - Avram, Liat

AU - Ben-David, Yehoshoa

AU - Milstein, David

N1 - Funding Information: This research was supported by the Israel Science Foundation, the MINERVA Foundation, and the Kimmel Center for molecular design. D. M. holds the Israel Matz Professorial Chair of Organic Chemistry. N. A. E.-J. thanks Armando Jinich for a postdoctoral fellowship.

PY - 2017/5/2

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N2 - Homogeneous catalytic hydrogenation of esters to alcohols is an industrially important, environmentally benign reaction. While precious metal-based catalysts for this reaction are now well known, only very few catalysts based on first-row metal complexes were reported. Here we present the hydrogenation of esters catalyzed by a complex of earth-abundant manganese. The reaction proceeds under mild conditions and insight into the mechanism is provided based on an NMR study and the synthesis of novel Mn complexes postulated as intermediates.

AB - Homogeneous catalytic hydrogenation of esters to alcohols is an industrially important, environmentally benign reaction. While precious metal-based catalysts for this reaction are now well known, only very few catalysts based on first-row metal complexes were reported. Here we present the hydrogenation of esters catalyzed by a complex of earth-abundant manganese. The reaction proceeds under mild conditions and insight into the mechanism is provided based on an NMR study and the synthesis of novel Mn complexes postulated as intermediates.

KW - alcohols

KW - esters

KW - homogeneous catalysis

KW - manganese

KW - pincer complexes

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