Reactive-state spin-dependent diastereoselective photoisomerization of trans,trans-2,3-diphenylcyclopropane-1-carboxylic acid derivatives included in zeolites

J. Sivaguru, Tetsuya Shichi, V. Ramamurthy

Research output: Contribution to journalArticle

23 Scopus citations

Abstract

(equation presented) The asymmetric induction facilitated by a chiral auxiliary during the photoisomerization of trans,trans-2,3-diphenylcyclopropane derivatives depends on the medium (solution vs zeolite) and the reactive state (singlet vs triplet). Within zeolites, direct excitation most likely proceeds via a zwitterionic intermediate, while triplet sensitization most likely proceeds via a diradical intermediate.

Original languageEnglish (US)
Pages (from-to)4221-4224
Number of pages4
JournalOrganic letters
Volume4
Issue number24
DOIs
StatePublished - Nov 28 2002
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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