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Extending the Chain: Synthetic, Structural, and Reaction Chemistry of a BN Allenylidene Analogue
Author(s) -
Niemeyer Jochen,
Addy David A.,
Riddlestone Ian,
Kelly Michael,
Thompson Amber L.,
Vidovic Dragoslav,
Aldridge Simon
Publication year - 2011
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.201103757
Subject(s) - steric effects , reactivity (psychology) , nucleophile , halide , chemistry , abstraction , boron , computational chemistry , combinatorial chemistry , medicinal chemistry , stereochemistry , organic chemistry , philosophy , epistemology , catalysis , medicine , alternative medicine , pathology
α versus γ : [CpFe(CO)(PCy 3 )(BNCMes 2 )] + , synthesized by halide abstraction, represents the first example of a BN allenylidene analogue, and features an unsaturated MBNC π system. Although DFT calculations show significant LUMO amplitude at the γ (carbon) position, primary reactivity towards nucleophiles occurs at the sterically less hindered α (boron) center.