Molecular Photochemistry. XVIII.1 Type II Photoelimination and 3-Oxetanol Formation from α-Alkoxyacetophenones and Related Compounds

Frederick D. Lewis, Nicholas J. Turro

Research output: Contribution to journalArticle

86 Scopus citations

Abstract

The type II photoelimination and cyclization reactions of a series of α-alkoxyacetophenones have been studied. Quantum yields and rate constants for product formation were determined in several solvents. The results contrast with those for aryl alkyl ketones in several notable respects. A comparison of the reactivity of alkyl and alkoxy hydrogens toward intramolecular abstraction by a carbonyl excited state was examined by study of the photolysis of α-methoxybutyrophenones. Effects of aromatic substituents on the reactivity of α-alkoxyacetophenones and butyrophenone were also investigated. The results are discussed in terms of the generally accepted mechanisms of type II photoelimination and cyclization.

Original languageEnglish (US)
Pages (from-to)311-320
Number of pages10
JournalJournal of the American Chemical Society
Volume92
Issue number2
DOIs
StatePublished - Jan 1 1970

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

Fingerprint Dive into the research topics of 'Molecular Photochemistry. XVIII.1 Type II Photoelimination and 3-Oxetanol Formation from α-Alkoxyacetophenones and Related Compounds'. Together they form a unique fingerprint.

Cite this