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Magnesocenophane‐Catalyzed Amine Borane Dehydrocoupling
Author(s) -
Wirtz Lisa,
Haider Wasim,
Huch Volker,
Zimmer Michael,
Schäfer André
Publication year - 2020
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202000106
Subject(s) - dehydrogenation , borane , dimethylamine , chemistry , catalysis , hydride , amine gas treating , photochemistry , combinatorial chemistry , organic chemistry , metal
The Lewis acidities of a series of [ n ]magnesocenophanes ( 1 a – d ) have been investigated computationally and found to be a function of the tilt of the cyclopentadienyl moieties. Their catalytic abilities in amine borane dehydrogenation/dehydrocoupling reactions have been probed, and C[1]magnesocenophane ( 1 a ) has been shown to effectively catalyze the dehydrogenation/dehydrocoupling of dimethylamine borane ( 2 a ) and diisopropylamine borane ( 2 b ) under ambient conditions. Furthermore, the mechanism of the reaction with 2 a has been investigated experimentally and computationally, and the results imply a ligand‐assisted mechanism involving stepwise proton and hydride transfer, with dimethylaminoborane as the key intermediate.