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Spontaneous trans ‐Selective Transfer Hydrogenation of Apolar Boron–Boron Double Bonds
Author(s) -
Dömling Michael,
Arrowsmith Merle,
Schmidt Uwe,
Werner Luis,
Castro Abril C.,
JiménezHalla J. Oscar C.,
Bertermann Rüdiger,
Müssig Jonas,
Prieschl Dominic,
Braunschweig Holger
Publication year - 2019
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201902656
Subject(s) - borane , dimethylamine , boron , chemistry , selectivity , boranes , carbene , hydride , photochemistry , transfer hydrogenation , proton , boro , double bond , ion , medicinal chemistry , computational chemistry , organic chemistry , hydrogen , catalysis , ruthenium , physics , quantum mechanics
The transfer hydrogenation of N‐heterocyclic carbene (NHC)‐supported diborenes with dimethylamine borane proceeds with high selectivity for the trans ‐1,2‐dihydrodiboranes. DFT calculations, supported by kinetic studies and deuteration experiments, suggest a stepwise proton‐first‐hydride‐second reaction mechanism via an intermediate μ‐hydrodiboronium dimethylaminoborate ion pair.