Synthesis and functionalization of 3,3'-bis(spirodienone)-bridged 2,2'-bithiophene: a new building block for redox-active molecular switching materials |
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| Authors: | Kurata Hiroyuki Kim Sang Fujimoto Takahisa Matsumoto Kouzou Kawase Takeshi Kubo Takashi |
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| Affiliation: | Department of Chemistry, Graduate School of Science, Osaka University, Toyonaka, Osaka 560-0043, Japan. kurata@chem.sci.osaka-u.ac.jp |
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| Abstract: | Bithiophene derivatives bridged with a bis(spirodienone) unit were synthesized and characterized. Lithiation of the thiophene rings of an unsubstituted derivative proceeded without decomposition of the bis(spirodienone) skeleton. Palladium-catalyzed cross-coupling reactions (Suzuki-Miyaura, Sonogashira) with bromides afforded a variety of pi-extended derivatives. Bond breaking and formation under redox conditions were observed by cyclic voltammetry. |
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