Controlling the reactive state through cation binding: Photochemistry of enones within zeolites

Sundararajan Uppili, Shinsuke Takagi, R. B. Sunoj, P. Lakshminarasimhan, J. Chandrasekhar, V. Ramamurthy

Research output: Contribution to journalArticlepeer-review

12 Scopus citations

Abstract

The nature of the lowest triplet state of enones is altered by the cations present within Y zeolites. Alkali metal ions, such as Li+, are predicted to interact with the carbonyl unit of enones in a collinear fashion and significantly lower both the p-type n and π-2 orbitals. Excited state energies, estimated at the CIS(D)/6-31+G* level, show that the lowest triplet is n-π* in character for the enones, but switch to π-π* on coordination with Li+. Observed product distribution within zeolite is consistent with this theoretical prediction.

Original languageEnglish (US)
Pages (from-to)2079-2083
Number of pages5
JournalTetrahedron Letters
Volume42
Issue number11
DOIs
StatePublished - Mar 11 2001
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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