Achieving conformational control over C-C, C-N and C-O bonds in biaryls, N,N′-diarylureas and diaryl ethers: Advantages of a relay axis

Mark S. Betson, Ann Bracegirdle, Jonathan Clayden*, Madeleine Helliwell, Andrew Lund, Mark Pickworth, Timothy J. Snape, Christopher P. Worrall

*Corresponding author for this work

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

21 Citations (Scopus)

Abstract

The orientation of Ar-C, Ar-N and Ar-O bonds in biaryls, N,N′-diarylureas and diaryl ethers (whose conformers are distinguishable by NMR) may be controlled with a selectivity up to >95: 5 by an adjacent stereogenic centre; the selectivity may be greater when a second stereogenic axis is inserted between the controlling centre and the slowly rotating bond.

Original languageEnglish
Pages (from-to)754-756
Number of pages3
JournalChemical Communications
Issue number7
Early online date18 Dec 2006
DOIs
Publication statusPublished - 21 Feb 2007

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