Journal of Flow Chemistry
Volume/Issue:
Volume 3: Issue 1
Continuous In Situ Electrogeneration of o-Benzoquinone in Microreactor: Application to High Yield Reaction with Benzenethiols
Authors:
Tsuneo Kashiwagi Department of Electronic Chemistry, Tokyo Institute of Technology, 4259 Nagatsuta-cho, Midori-ku, Yokohama, 226-8502, Japan

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Fumihiro Amemiya Department of Electronic Chemistry, Tokyo Institute of Technology, 4259 Nagatsuta-cho, Midori-ku, Yokohama, 226-8502, Japan

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Toshio Fuchigami Department of Electronic Chemistry, Tokyo Institute of Technology, 4259 Nagatsuta-cho, Midori-ku, Yokohama, 226-8502, Japan

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Mahito Atobe Department of Electronic Chemistry, Tokyo Institute of Technology, 4259 Nagatsuta-cho, Midori-ku, Yokohama, 226-8502, Japan
Department of Environment and System Sciences, Yokohama National University, 79-7 Tokiwadai, Hodogaya-ku, Yokohama, 240-8501, Japan

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Pages:
17–22
Online Publication Date:
26 Mar 2013
Publication Date:
26 Mar 2013
Article Category:
Research Article
DOI:
https://doi.org/10.1556/jfc-d-12-00019
Restricted access

Abstract

We have successfully demonstrated that a microflow reactor is extremely useful in controlling reactions involving an unstable o-benzoquinone. As a model reaction, Michael addition reaction between o-benzoquinone generated from electrochemical oxidation of catechol and benzenethiols was employed. This reaction system enables selective oxidation of catechol avoiding the oxidation of benzenethiol, although these oxidation potentials are close to each other. The examination of several reaction conditions indicated that the key features of the method are an effective o-benzoquinone generation and its rapid use for the following reaction without decomposition in a microflow system. In addition, cyclic voltammetry measurements elucidated that catechol concentration and selection of anode material were crucial factors for effective o-quinone generation.

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Cover Journal of Flow Chemistry
Journal of Flow Chemistry A Journal of the Flow Chemistry Society
Print ISSN:
2062-249X
Online ISSN:
2063-0212

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Journal of Flow Chemistry
Language English
Size A4
Year of
Foundation		 2011
Volumes
per Year		 1
Issues
per Year		 4
Founder Áramlásos Kémiai Tudományos Társaság
Founder's
Address		 H-1031 Budapest, Hungary Záhony utca 7.
Publisher Akadémiai Kiadó
Springer Nature Switzerland AG
Publisher's
Address		 H-1117 Budapest, Hungary 1516 Budapest, PO Box 245.
CH-6330 Cham, Switzerland Gewerbestrasse 11
Responsible
Publisher		 Chief Executive Officer, Akadémiai Kiadó
ISSN 2062-249X (Print)
ISSN 2063-0212 (Online)

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