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. 2016 Apr 6;138(13):4298-301.
doi: 10.1021/jacs.5b13519. Epub 2016 Mar 25.

Manganese-Catalyzed Environmentally Benign Dehydrogenative Coupling of Alcohols and Amines to Form Aldimines and H2: A Catalytic and Mechanistic Study

Arup Mukherjee  1 , Alexander Nerush  1 , Gregory Leitus  1 , Linda J W Shimon  1 , Yehoshoa Ben David  1 , Noel Angel Espinosa Jalapa  1 , David Milstein  1
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Manganese-Catalyzed Environmentally Benign Dehydrogenative Coupling of Alcohols and Amines to Form Aldimines and H2: A Catalytic and Mechanistic Study

Arup Mukherjee et al. J Am Chem Soc. .

Abstract

The catalytic dehydrogenative coupling of alcohols and amines to form aldimines represents an environmentally benign methodology in organic chemistry. This has been accomplished in recent years mainly with precious-metal-based catalysts. We present the dehydrogenative coupling of alcohols and amines to form imines and H2 that is catalyzed, for the first time, by a complex of the earth-abundant Mn. Detailed mechanistic study was carried out with the aid of NMR spectroscopy, intermediate isolation, and X-ray analysis.

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