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N‐Substituted Hydrazones by Manganese‐Catalyzed Coupling of Alcohols with Hydrazine: Borrowing Hydrogen and Acceptorless Dehydrogenation in One System
Author(s) -
Das Uttam Kumar,
BenDavid Yehoshoa,
DiskinPosner Yael,
Milstein David
Publication year - 2018
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201712593
Subject(s) - dehydrogenation , hydrazine (antidepressant) , chemistry , manganese , catalysis , pincer movement , hydrogen , organic chemistry , coupling (piping) , coupling reaction , medicinal chemistry , combinatorial chemistry , materials science , chromatography , metallurgy
An unprecedented one‐step synthesis of N‐substituted hydrazones by coupling of alcohols with hydrazine is reported. This partial hydrogen‐borrowing reaction is catalyzed by a new manganese pincer complex under mild reaction conditions, thus liberating water and dihydrogen as the only byproducts. Mechanistic insight, based on the observation of intermediates, is provided.