Expression of hyperconjugative stereoelectronic interactions in borazines

Abstract

This paper discusses hyperconjugative stereoelectronic effects in borazines. A series of alkyl-substituted borazines were synthesized and analysed by NMR spectroscopy and X-ray diffraction. Supported by NBO analyses, the significant decreases in 1JCH coupling constant for the CH groups adjacent to the boron atoms are consistent with the presence of Image ID:d4cc05188b-t1.gif and Image ID:d4cc05188b-t2.gif interactions. These interactions lower the electrophilicity of boron atoms, enhancing moisture stability and establishing these molecules as valuable scaffolds in synthetic chemistry and materials science.

Graphical abstract: Expression of hyperconjugative stereoelectronic interactions in borazines

Supplementary files

Article information

Article type
Communication
Submitted
01 Okt. 2024
Accepted
03 Dec. 2024
First published
04 Dec. 2024
This article is Open Access
Creative Commons BY-NC license

Chem. Commun., 2025, Advance Article

Expression of hyperconjugative stereoelectronic interactions in borazines

V. C. Wakchaure, J. Dosso, M. Crosta, H. Kählig, B. D. Ward and D. Bonifazi, Chem. Commun., 2025, Advance Article , DOI: 10.1039/D4CC05188B

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