Bonded peri-interactions govern the rate of racemisation of atropisomeric 8-substituted 1-naphthamides

Jonathan Clayden*, Catherine McCarthy, Madeleine Helliwell

*Corresponding author for this work

Research output: Contribution to journalArticle (Academic Journal)peer-review

52 Citations (Scopus)

Abstract

8-Substituted tertiary 1-naphthamides are chiral, atropisomeric compounds at room temperature, and the rate at which they racemise (by rotation about the Ar-CO bond) depends principally on the extent to which the 8-substituent undergoes incipient nucleophilic addition to the amide carbonyl group, as indicated by X-ray crystallography.

Original languageEnglish
Pages (from-to)2059-2060
Number of pages2
JournalChemical Communications
Issue number20
DOIs
Publication statusPublished - 21 Oct 1999

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