Calixhydroquinones: A novel access to conformationally restricted, meta-substituted calixarenes

Mark Mascal, Ralf Warmuth, Russell T. Naven, Ross A. Edwards, Michael B. Hursthouse, David E. Hibbs

Research output: Contribution to journalArticle

28 Scopus citations

Abstract

An efficient and versatile synthetic route to calixhydroquinones is described. These macrocycles are activated towards meta substitution, and reaction with bromine gives the first examples of persubstituted, phenol-derived calixarenes. The effect of meta substitution on calixarene mobility is demonstrated by the fixation of an otherwise mobile calix[4] system in the partial cone conformer, and the slowing of the ring inversion rate in calix[8]arenes.

Original languageEnglish (US)
Pages (from-to)3435-3441
Number of pages7
JournalJournal of the Chemical Society - Perkin Transactions 1
Issue number23
StatePublished - Dec 7 1999
Externally publishedYes

ASJC Scopus subject areas

  • Chemistry(all)
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Calixhydroquinones: A novel access to conformationally restricted, meta-substituted calixarenes'. Together they form a unique fingerprint.

  • Cite this

    Mascal, M., Warmuth, R., Naven, R. T., Edwards, R. A., Hursthouse, M. B., & Hibbs, D. E. (1999). Calixhydroquinones: A novel access to conformationally restricted, meta-substituted calixarenes. Journal of the Chemical Society - Perkin Transactions 1, (23), 3435-3441.