Mono-and dicarbonyl-bridged tricyclic heterocyclic acceptors: synthesis and electronic properties

YA Getmanenko, C Risko, P Tongwa…

Index: Getmanenko, Yulia A.; Risko, Chad; Tongwa, Paul; Kim, Eung-Gun; Li, Hong; Sandhu, Bhupinder; Timofeeva, Tatiana; Bredas, Jean-Luc; Marder, Seth R. Journal of Organic Chemistry, 2011 , vol. 76, # 8 p. 2660 - 2671

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Citation Number: 21

Abstract

A series of trialkylsilyl-substituted 2, 2′-dithiophene, 4, 4′-di-n-hexyl-2, 2′-dithiophene, 5, 5′-dithiazole, and 2, 2′-diselenophene with carbonyl (2a− d) and α-dicarbonyl bridges (3a− d) were prepared from readily available dihalides, using double lithiation followed by trapping with N, N-dimethylcarbamoyl chloride or diethyl oxalate (or N, N-dimethylpiperazine- 2, 3-dione), respectively. Cyclic voltammetry reveals that the first half-wave reduction ...