Templating photodimerization of trans-cinnamic acids with cucurbit[8]uril and γ-cyclodextrin

Mahesh Pattabiraman, Arunkumar Natarajan, Lakshmi S. Kaanumalle, V. Ramamurthy

Research output: Contribution to journalArticlepeer-review

155 Scopus citations

Abstract

(Chemical Equation Presented) Cucurbit[8]uril and γ-cyclodextrin are able to align two olefin molecules in a head-head fashion within their large cavities. Excitation of such templated olefins results in syn head-head cyclobutanes in nearly quantitative yields. The methodology revealed here works with trans-cinnamic acids that do not dimerize either in solution or in the solid state and with the ones that yield only anti head-tail dimer in the solid state.

Original languageEnglish (US)
Pages (from-to)529-532
Number of pages4
JournalOrganic Letters
Volume7
Issue number4
DOIs
StatePublished - Feb 17 2005

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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