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Alkaline‐Earth‐Catalyzed Dehydrocoupling of Amines and Boranes
Author(s) -
Liptrot David J.,
Hill Michael S.,
Mahon Mary F.,
Wilson Andrew S. S.
Publication year - 2015
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201505949
Subject(s) - boranes , chemistry , catalysis , borohydride , borane , hydride , magnesium , organic chemistry , hydrogen , boron
Dehydrocoupling reactions between the boranes HBpin and 9‐borabicyclo[3.3.1]nonane and a range of amines and anilines ensue under very mild reaction conditions in the presence of a simple β‐diketiminato magnesium n ‐butyl precatalyst. The facility of the reactions is suggested to be a function of the Lewis acidity of the borane substrate, and is dictated by resultant pre‐equilibria between, and the relative stability of, magnesium hydride and borohydride intermediates during the course of the catalysis.