Ultrasonic effects on electroorganic processes. Part 25. Stereoselectivity control in cathodic debromination of stilbenedibromides

Mahito Atobe; Yoshifumi Kado; Ryosuke Asami; Toshio Fuchigami; Tsutomu Nonaka

doi:10.1016/j.ultsonch.2004.03.006

Ultrasonic effects on electroorganic processes. Part 25. Stereoselectivity control in cathodic debromination of stilbenedibromides

Ultrason Sonochem. 2005 Jan;12(1-2):1-5. doi: 10.1016/j.ultsonch.2004.03.006.

Authors

Mahito Atobe¹, Yoshifumi Kado, Ryosuke Asami, Toshio Fuchigami, Tsutomu Nonaka

Affiliation

¹ Department of Electronic Chemistry, Interdisciplinary Graduate School of Science and Engineering, Tokyo Institute of Technology, 4259 Nagatsuta, Midori-ku, Yokohama 226-8502, Japan. atobe@echem.titech.ac.jp

PMID: 15474945
DOI: 10.1016/j.ultsonch.2004.03.006

Abstract

Ultrasonic effects on the cathodic debromination of stilbenedibromides on a platinum cathode was examined. Current efficiency and stereoselectivity for trans-stilbene, which was formed along with cis-stilbene in the cathodic debromination of stilbenedibromides, were significantly increased under ultrasonication with an intensity over the ultrasonic cavitation threshold. This ultrasonic effect is rationalized as due to mass transport promotion in the electrode-electrolytic solution interface. A mechanism for the ultrasonic effect is discussed in detail on the basis of the reaction pathway of the debromination of stilbenedibromides.

Publication types

Evaluation Study
Research Support, Non-U.S. Gov't

MeSH terms

Bromides / chemistry*
Electrochemistry / methods*
Electrodes*
Organic Chemicals / chemistry*
Reproducibility of Results
Sensitivity and Specificity
Sonication*
Stereoisomerism
Stilbenes / chemistry*

Substances

Bromides
Organic Chemicals
Stilbenes