Synthesis and functionalization of 3,3'-bis(spirodienone)-bridged 2,2'-bithiophene: a new building block for redox-active molecular switching materials.
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.
Kurata
Hiroyuki
H
Department of Chemistry, Graduate School of Science, Osaka University, Toyonaka, Osaka 560-0043, Japan. kurata@chem.sci.osaka-u.ac.jp
Kim
Sang
S
Fujimoto
Takahisa
T
Matsumoto
Kouzou
K
Kawase
Takeshi
T
Kubo
Takashi
T