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Lookup NU author(s): Aaron Campbell, Natalie Roper, Dr Paul Waddell, Dr Corinne Wills, Dr Casey Dixon, Dr Roly ArmstrongORCiD
This work is licensed under a Creative Commons Attribution 4.0 International License (CC BY 4.0).
Atropisomeric N-chloroamides were efficiently accessed by electrophilic halogenation of ortho-substituted secondary anilides. The stereodynamics of atropisomerism in these novel scaffolds was interrogated by detailed experimental and computational studies, revealing that racemization is correlated with amide isomerization. The stereoelectronic nature of the amide was shown to significantly influence racemization rates, with potentially important implications for other C-N atropisomeric scaffolds.
Author(s): Campbell ADG, Roper NJ, Waddell PG, Wills C, Dixon CM, Denton RM, Ermanis K, Armstrong RJ
Publication type: Article
Publication status: Published
Journal: Chemical Communications
Year: 2024
Volume: 60
Issue: 28
Pages: 3818-3821
Print publication date: 11/04/2024
Online publication date: 08/03/2024
Acceptance date: 07/03/2024
Date deposited: 08/03/2024
ISSN (electronic): 1364-548X
Publisher: Royal Society of Chemistry
URL: https://doi.org/10.1039/D4CC00268G
DOI: 10.1039/D4CC00268G
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