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Updated: Jan 15, 2026

Synthesis of 1,2-Azaborines and the Preparation of Their Protein Complexes with T4 Lysozyme Mutants
Published on: March 25, 2017
Positional Isomerization of 1,2-Azaborine through BN-Benzvalene
Tomoya Ozaki1, Skylar Diamandis1, Nina Rybansky1
1Department of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, Massachusetts 02467, United States.
None:
A photochemical positional isomerization approach for converting readily accessible C5-aryl-1,2-azaborines into their C4-aryl counterparts via a BN-benzvalene intermediate is described. The oxidative radical cation pathway from BN-benzvalene to the C4-aryl products is supported by deuterium labeling experiments, transient absorption (TA) spectroscopy, and DFT calculations. The reaction's utility is demonstrated by providing the first general method to C4,C5-difunctionalized 1,2-azaborines and the regioselective synthesis of hexa-substituted derivatives.
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