American Chemical Society
ja5b13519_si_002.cif (1.69 MB)

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

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posted on 2016-02-29, 00:00 authored by Arup Mukherjee, Alexander Nerush, Gregory Leitus, Linda J. W. Shimon, Yehoshoa Ben David, Noel Angel Espinosa Jalapa, David Milstein
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.