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Substituent Effects on the Photochromic Properties of Benzothiophene‐Based Derivatives
Authors:Dr. Olivier Galangau  Dr. Takuyama Nakashima  Prof. François Maurel  Prof. Tsuyoshi Kawai
Affiliation:1. International Collaborative Laboratory, Center for Frontier Science and Technology NAIST‐CEMES, 29, rue Jeanne Marvig, BP 94347, 31055 Toulouse (France);2. Graduate School of Materials Science, Nara Institute of Science and Technology, NAIST, 8916‐5 Takayama, Ikoma, Nara 630‐0192 (Japan), Fax: (+81)?743‐72‐6179;3. Laboratoire Interfaces, Traitements, Organisation et Dynamique des Systèmes (ITODYS), CNRS UMR 7086, Université Paris 7 ‐ Paris Diderot, Sorbonne Paris Cité, Batiment Lavoisier, 15 rue Jean Antoine de B?f, 75205 Paris Cedex 13 (France)
Abstract:Five diarylethene photochromic derivatives, the structures of which incorporate a central benzothiophene unit, a left‐hand thiazole group, and a right‐hand benzothiophene group, have been prepared. The compound with a thiazole unit with no substituent on the reaction‐center carbon atom reveals an unprecedented transformation upon light irradiation. When the 4‐position of thiazole is protected by a methyl group, the compounds show high photosensitivity and photochromic properties. In this case, light irradiation affords new compounds with [5]helicene structures featuring the highest redshifted absorption maxima reported to date.
Keywords:arylation  helical structures  isomerization  photochromism  substituent effects
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