The effect of strain on the rearrangement of allylic hydroperoxides: A research account

Aryeh A. Frimer

Research output: Contribution to journalArticlepeer-review

18 Scopus citations

Abstract

While strain seems to play a minor role at most in directing singlet oxygen (1O2) reactions, it does have a profound effect on the secondary rearrangements of allylic hydroperoxides formed in the photosensitized oxidation of small ring systems. The abundance of products formed in the photo-oxidation of alkylidenecyclopropanes and cyclopropenes can be rationalized for the most part on the basis of various "Hock cleavage" processes in which strain is the dominant consideration determining the ordering of migratory aptitudes and product distribution.

Original languageEnglish
Pages (from-to)211-226
Number of pages16
JournalJournal of Photochemistry
Volume25
Issue number2-4
DOIs
StatePublished - Jun 1984

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