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Synthesis and Structure of a Carbene‐Stabilized π‐Boryl Anion
Author(s) -
Braunschweig Holger,
Chiu ChingWen,
Radacki Krzysztof,
Kupfer Thomas
Publication year - 2010
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.200906884
Subject(s) - carbene , reactivity (psychology) , nucleophile , chemistry , boron , ion , medicinal chemistry , combinatorial chemistry , organic chemistry , catalysis , medicine , alternative medicine , pathology
Attack with π electrons : Reduction of a chloroborole coordinated by an N‐heterocyclic carbene results in the formation of a carbene ‐ stabilized borole monoanion (see scheme; Mes=mesityl), the molecular structure of which has been determined by X‐ray analysis. Computational and reactivity studies of this boracycle confirm the presence of a π‐nucleophilic boron atom, which represents a rare example in the chemistry of boryl anions.