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Synthesis, Structure, and Reactivity of Acid‐Free Neutral Oxoborane
Author(s) -
Wang Hanqiang,
Zhang Jie,
Yang Jingting,
Xie Zuowei
Publication year - 2021
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.202106069
Subject(s) - carbene , reactivity (psychology) , ligand (biochemistry) , chemistry , carborane , stereochemistry , medicinal chemistry , organic chemistry , catalysis , medicine , biochemistry , alternative medicine , receptor , pathology
An efficient synthesis of an acid‐free neutral oxoborane of the type carboranyl‐B(carbene)=O has been developed via a serendipitous discovery from the reaction of 1,2‐[BBr(carbene)]‐o‐carborane with AgOTf. This represents a new type of oxoborane. The stabilization of this oxoborane may be attributed to 1) kinetic stabilization provided by a bulky 3D carboranyl ligand and 2) thermodynamic stabilization offered by a carbene ligand. Crystallographic analyses support the presence of the shortest terminal B=O double bond ever reported thus far. Its reactivity has also been examined.