Singlet Oxygen and Electron-Transfer Mechanisms in the Dicyanoanthracene-Sensitized Photooxidation of 2,3-Diphenyl-1,4-dioxene

Scott K Silverman, Christopher S. Foote

Research output: Contribution to journalArticle

Abstract

The 9,10-dicyanoanthracene-sensitized photooxidation of 2,3-diphenyl-l,4-dioxene in CH3CN produces ethylene glycol dibenzoate and small amounts of epoxide. Most of the diester is formed from singlet oxygen via the dioxetane, and only a small amount by electron transfer. The epoxide is a primary electron-transfer product. Various mechanistic possibilites for the electron-transfer process are considered.

Original languageEnglish (US)
Pages (from-to)7672-7675
Number of pages4
JournalJournal of the American Chemical Society
Volume113
Issue number20
DOIs
StatePublished - Sep 1 1991
Externally publishedYes

Fingerprint

Singlet Oxygen
Photooxidation
photooxidation
Epoxy Compounds
Electrons
electron
oxygen
Oxygen
Ethylene Glycol
Ethylene glycol
ethylene
diphenyl

ASJC Scopus subject areas

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

Cite this

Singlet Oxygen and Electron-Transfer Mechanisms in the Dicyanoanthracene-Sensitized Photooxidation of 2,3-Diphenyl-1,4-dioxene. / Silverman, Scott K; Foote, Christopher S.

In: Journal of the American Chemical Society, Vol. 113, No. 20, 01.09.1991, p. 7672-7675.

Research output: Contribution to journalArticle

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