Issue 41, 2024

Unlocking Lewis acidity via the redox non-innocence of a phenothiazine-substituted borane

Abstract

We describe a new approach to enhancing Lewis acidity, through the single electron oxidation of a borane with a pendant phenothiazine. This results in the formation of a persistent radical cation with increased electrophilicity. Computational and experimental studies indicate this radical cation significantly enhances the Lewis acidity and catalytic activity compared to its neutral analog. These results illustrate the viability of this approach in turning on the Lewis acidity of relatively inert boranes.

Graphical abstract: Unlocking Lewis acidity via the redox non-innocence of a phenothiazine-substituted borane

Supplementary files

Article information

Article type
Communication
Submitted
06 3 2024
Accepted
28 3 2024
First published
01 4 2024

Chem. Commun., 2024,60, 5391-5394

Unlocking Lewis acidity via the redox non-innocence of a phenothiazine-substituted borane

T. P. L. Cosby, A. Bhattacharjee, S. K. Henneberry, J. LeBlanc and C. B. Caputo, Chem. Commun., 2024, 60, 5391 DOI: 10.1039/D4CC01059K

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