Photoelectrochemistry with quinone radical anions - Photoassisted reduction of halobenzenes and carbonyl compounds

Peter K J Robertson*, Brian R. Eggins

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

6 Citations (Scopus)

Abstract

Photoexcited electrochemically generated quinone radical anions reduced 1,2-dibromobenzene to bromobenzene, 1,4-dibromobenzene to bromobenzene and 4-chlorobenzonitrile to benzonitrile. In the presence of anthracene, 2-bromophenyl-, 4-bromophenyl- and 4-cyanophenyl-anthracenes were formed. With acetaldehyde, acetone, acetophenone, benzaldehyde and benzophenone, the major products were the corresponding pinacols, with small amounts of the two-electron secondary alcohols. In acetonitrile as solvent, cinnamonitriles, hydrocinnamonitriles and phenylglutaronitriles were formed in addition to the alcohols. Glyoxylic acid was reduced to tartaric, glycolic and malic acids. The reduction of CO2 was unsuccessful.

Original languageEnglish
Pages (from-to)1829-1832
Number of pages4
JournalJournal of the Chemical Society- Perkin Transactions 2
Issue number8
DOIs
Publication statusPublished - 1994

ASJC Scopus subject areas

  • Chemistry(all)

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