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Updated: Feb 15, 2026

Synthesis of 1,2-Azaborines and the Preparation of Their Protein Complexes with T4 Lysozyme Mutants
Published on: March 25, 2017
Azaborines: synthesis and use in the generation of stabilized boron-substituted carbocations
J J Clarke1, P Eisenberger, S S Piotrkowski
1Department of Chemistry, Queen's University, 90 Bader Lane, Kingston, Ontario K7L 3N6, Canada. crudden@chem.queensu.ca.
Abstract:
A formal N-heterocyclic carbene insertion into the B-H bond of 9-BBN followed by a ring expansion reaction is reported. NHC-9-BBN adducts were reacted in one or two steps to give the corresponding di- or triazaborines. Hydride abstraction of selected species with [Ph3C]+ is facile, giving rise to 6π-aromatic cations with Lewis acidity comparable to Lewis acids commonly employed in frustrated Lewis pairs.
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