Expression of hyperconjugative stereoelectronic interactions in borazines

Wakchaure, Vivek Chandrakant, Dosso, Jacopo ORCID: https://orcid.org/0000-0003-4173-3430, Crosta, Martina, Kählig, Hanspeter, Ward, Benjamin D. ORCID: https://orcid.org/0000-0003-1406-5940 and Bonifazi, Davide 2025. Expression of hyperconjugative stereoelectronic interactions in borazines. Chemical Communications 61 (6) , pp. 1200-1203. 10.1039/D4CC05188B

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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.

Item Type:	Article
Date Type:	Publication
Status:	Published
Schools:	Chemistry
Publisher:	Royal Society of Chemistry
ISSN:	1359-7345
Funders:	European Union
Date of First Compliant Deposit:	3 January 2025
Date of Acceptance:	3 December 2024
Last Modified:	05 Feb 2025 15:51
URI:	https://orca.cardiff.ac.uk/id/eprint/174960

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