Restricted rotation in hexaarylbenzenes

Research output: Contribution to journalArticle

73 Citations (Scopus)

Abstract

Hexaarylbenzenes exist in a conformation in which the peripheral rings are perpendicular to the plane of the central ring on the nmr time scale. Hexaarylbenzenes substituted in ortho or meta positions of the peripheral rings display restricted rotation about the single bonds joining the central and peripheral rings, and complex stereoisomerism and stereoisomeri/ation behavior results. The rotational barriers observed are relatively high (up to ∼38 kcal/mol), and even rings bearing only a m-methyl substituent lead to barriers of ∼16 kcal/mol.

Original languageEnglish
Pages (from-to)6980-6982
Number of pages3
JournalJournal of the American Chemical Society
Volume99
Issue number21
Publication statusPublished - 1977

ASJC Scopus subject areas

  • Chemistry(all)

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