Transfer Hydrogenation of Carbonyl Derivatives Catalyzed by an Inexpensive Phosphine-Free Manganese Precatalyst

被引：128

作者：

Bruneau-Voisine, Antoine ^{[1
]}

Wang, Ding ^{[1
]}

Dorcet, Vincent ^{[2
]}

Roisnel, Thierry ^{[2
]}

Darcel, Christophe ^{[1
]}

Sortais, Jean-Baptiste ^{[1
,2
,3
,4
]}

机构：

[1] Univ Rennes 1, CNRS, UMR 6226, Inst Sci Chim Rennes,Team Organometall Mat & Cata, 263 Ave Gen Leclerc, F-35042 Rennes, France

[2] Univ Rennes 1, CNRS, UMR 6226, Inst Sci Chim Rennes,Ctr Diffractometrie 10, 263 Ave Gen Leclerc, F-35042 Rennes, France

[3] Inst Univ France, 1 Rue Descartes, F-75231 Paris 5, France

[4] Univ Toulouse, CNRS, LCC, INPT,UPS, 205 Route Narbonne, F-31077 Toulouse 4, France

来源：

ORGANIC LETTERS | 2017年 / 19卷 / 13期

关键词：

WELL-DEFINED MANGANESE; BULKY BIPYRIDINE LIGANDS; PNP PINCER COMPLEXES; CO2; REDUCTION; KETONE HYDROSILYLATION; 2-(AMINOMETHYL) PYRIDINE; ORGANIC-SYNTHESIS; COBALT CATALYSIS; OSMIUM COMPLEXES; PRIMARY ALCOHOLS;

D O I：

10.1021/acs.orglett.7b01657

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A very simple and inexpensive catalytic system based on abundant manganese as transition metal and on an inexpensive phosphine-free bidendate ligand, 2-(aminomethyl)pyridine, has been developed for the reduction of a large variety of carbonyl derivatives with 2-propanol as hydrogen donor. Remarkably, the reaction proceeds at room temperature with low catalyst loading (down to 0.1 mol %) and exhibits a good tolerance toward functional groups. High TON (2000) and TOF (3600 h(-1)) were obtained.

引用

页码：3656 / 3659

页数：4

共 41 条

[1] Hydrogenation of Carbonyl Derivatives Catalysed by Manganese Complexes Bearing Bidentate Pyridinyl-Phosphine Ligands
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[2] Efficient Transfer Hydrogenation of Ketones Catalyzed by a Phosphine-Free Cobalt-NHC Complex
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[3] Hydrogenation of Carboxylic Esters Catalyzed by Phosphine-Free Bis-N-heterocyclic Carbene Manganese Complexes
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[4] General and Phosphine-Free Cobalt-Catalyzed Hydrogenation of Esters to Alcohols
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[5] Manganese-catalyzed homogeneous hydrogenation of ketones and conjugate reduction of α,/β-unsaturated carboxylic acid derivatives: A chemoselective, robust, and phosphine-free in situ-protocol
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[8] Manganese Catalyzed Hydrogenation of Carbamates and Urea Derivatives
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[9] Manganese catalyzed asymmetric transfer hydrogenation of ketones
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[10] Manganese-Catalyzed Transfer Hydrogenation of Aldimines
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