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Beyond Dehydrocoupling: Group 2 Mediated Boron–Nitrogen Desilacoupling
Author(s) -
Liptrot David J.,
Arrowsmith Merle,
Colebatch Annie L.,
Hadlington Terrance J.,
Hill Michael S.,
KociokKöhn Gabriele,
Mahon Mary F.
Publication year - 2015
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201507004
Subject(s) - alkyl , boron , aryl , chemistry , trimethylsilyl , nitrogen , stoichiometry , reactivity (psychology) , medicinal chemistry , group (periodic table) , catalysis , main group element , organic chemistry , transition metal , medicine , alternative medicine , pathology
The alkaline‐earth element bis(trimethylsilyl)amides, [Ae{N(SiMe 3 ) 2 } 2 (thf) 2 ] [Ae=Mg, Ca, Sr], are effective precatalysts for boron–nitrogen bond formation through the desilacoupling of amines, RR′NH (R=alkyl, aryl; R′=H, alkyl, aryl), and pinBSiMe 2 Ph. This reactivity also yields a stoichiometric quantity of Me 2 PhSiH and provides the first example of a catalytic main‐group element–element coupling that is not dependent on the concurrent elimination of H 2 .
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