Issue 43, 2006
From the journal:

Chemical Communications

Regioselectivity control of radiation-induced reaction: electron beam-induced Fries rearrangement of sulfonamide within a β-cyclodextrin inclusion complex†

Jun Kato,*a   Hiroyuki Kakehata,a   Yasunari Maekawab  and  Takashi Yamashitaa  

* Corresponding authors

a Department of Pure and Applied Chemistry, Tokyo University of Science, 2641 Yamazaki, Noda, Chiba, Japan
E-mail: kato@rs.noda.tus.ac.jp
Fax: +81 4 7123 9890
Tel: +81 4 7124 1501

b Conducting Polymer Materials Group, Quantum Beam Science Directorate, Japan Atomic Energy Agency (JAEA), 1233 Watanuki, Takasaki, Gunma, Japan

Abstract

EB (electron beam) irradiation of sulfonamide within a β-cyclodextrin (β-CD) inclusion complex in the solid state induced the solvent-free Fries rearrangement, which proceeded at a shorter reaction time with reversed regioselectivity by inclusion into the β-CD, compared with that of sulfonamide crystals; the β-CD as a restricted nanospace had a large effect on the reactivity and regioselectivity of the solvent-free EB-Fries rearrangement.

Graphical abstract: Regioselectivity control of radiation-induced reaction: electron beam-induced Fries rearrangement of sulfonamide within a β-cyclodextrin inclusion complex

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Article information

DOI
https://doi.org/10.1039/B606689E
Article type
Communication
Submitted
11 May 2006
Accepted
18 Aug 2006
First published
18 Sep 2006

Chem. Commun., 2006, 4498-4500

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Regioselectivity control of radiation-induced reaction: electron beam-induced Fries rearrangement of sulfonamide within a β-cyclodextrin inclusion complex

J. Kato, H. Kakehata, Y. Maekawa and T. Yamashita, Chem. Commun., 2006, 4498 DOI: 10.1039/B606689E

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