Photodimerization of Coumarins in Micelles: Limitations of Alignment Effect

K. Muthuramu, N. Ramnath, V. Ramamurthy

Research output: Contribution to journalArticle

48 Scopus citations

Abstract

Organized media such as micelles have shown great promise in achieving regio- and stereoselectivity in photochemical cycloaddition reactions as has been shown by recent reports. 7-Alkoxy- and 4-methyl-7-alkoxycoumarins dimerize in organic solvents to give the syn head-tail dimer. However, dimerization of these coumarins in SDS and CTAB micelles did not show any reversal in this trend. The results probably indicate that the micellar orientational effect is most effective only in those systems where the forces that control regiochemistry are weaker than hydrophobic association energies.

Original languageEnglish (US)
Pages (from-to)1872-1876
Number of pages5
JournalJournal of Organic Chemistry
Volume48
Issue number11
DOIs
StatePublished - Jun 1983
Externally publishedYes

ASJC Scopus subject areas

  • Organic Chemistry

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