Photoswitching of Intramolecular Magnetic Interaction Using Diarylethene with Oligothiophene π-Conjugated Chain

Kenji Matsuda,* Mitsuyoshi Matsuo, and Masahiro Irie*
Department of Chemistry and Biochemistry, Graduate School of Engineering, Kyushu University, and CREST, Japan Science and Technology Corporation, 6-10-1 Hakozaki, Higashi-ku, Fukuoka, 812-8581, Japan
J. Org. Chem., 2001, 66 (26), pp 8799–8803
DOI: 10.1021/jo010597g
Publication Date (Web): November 28, 2001
Copyright © 2001 American Chemical Society
*

 To whom correspondence should be addressed. E-mail:  (M.I.) irie@cstf.kyushu-u.ac.jp.

, kmatsuda@cstf.kyushu-u.ac.jp

Abstract

Abstract Image

Diarylethenes having two nitronyl nitroxide radicals at both ends of the molecule with oligothiophene spacers were synthesized. The diradicals underwent photochromic reactions upon alternate irradiation with UV and visible light. ESR spectra of the diradicals reversibly changed with the photochromism. The magnetic interaction between spins through oligothiophene spacers was stronger than that through oligophenylene spacers, and the photochromic reactivity of the diradical diarylethenes with oligothiophene spacers was much reduced. The difference of the exchange interaction between open- and closed-ring form isomers was estimated to be more than 150-fold.

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History

  • Published In Issue December 28, 2001
  • Received June 12, 2001

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