SUPPRESSION OF ELECTROREDUCTIVE DIMERIZATION OF BENZALDEHYDE BY ADDITION OF alpha -CYCLODEXTRIN.

Tomokazu Matsue, Chikako Tasaki, Masamichi Fujihira, Tetsuo Osa

Research output: Contribution to journalArticlepeer-review

17 Citations (Scopus)

Abstract

The effect of alpha -cyclodextrin ( alpha -CD) on the electroreduction of benzaldehyde was investigated. The reduction in aqueous system produces benzyl alcohol and 1,2-diphenyl-1,2-ethanediol (hydrobenzion, dimerization product). The addition of alpha -CD caused the decrease in the yield of hydrobenzoin. This suppression effect was observed both in the controlled potential and controlled current electrolyses. This is accounted for by the retardation of the dimerization rate between the neutral radicals, since inclusion of substrate provides severe steric hindrance around the reaction site. The addition had only a small influence on the stereochemistry of hydrobenzoin formed by the dimerization.

Original languageEnglish
Pages (from-to)1305-1307
Number of pages3
JournalBulletin of the Chemical Society of Japan
Volume56
Issue number5
DOIs
Publication statusPublished - 1983 Jan 1
Externally publishedYes

ASJC Scopus subject areas

  • Chemistry(all)

Fingerprint Dive into the research topics of 'SUPPRESSION OF ELECTROREDUCTIVE DIMERIZATION OF BENZALDEHYDE BY ADDITION OF alpha -CYCLODEXTRIN.'. Together they form a unique fingerprint.

Cite this