Synthesis and structure of the dithienostannole anion

Novel dithienostannoles were synthesized by the reactions of the corresponding dilithiobithiophenes with dichlorodiphenylstannane. A unique byproduct, 10-membered ring compound was also obtained. Reduction of type A dithienostannole with lithium afforded 2,2′-dilithio-3,3′-bithiophene, while reduction of type B dithienostannole with lithium afforded the corresponding dithienostannole anion. The structure and aromaticity of the dithienostannole anion are also discussed.

Graphical abstractNovel dithienostannoles were synthesized by the reactions of the corresponding dilithiobithiophenes with dichlorodiphenylstannane. A unique byproduct, 10-membered ring compound was also obtained. Reduction of type A dithienostannole with lithium afforded 2,2′-dilithio-3,3′-bithiophene, while reduction of type B dithienostannole with lithium afforded the corresponding dithienostannole anion.Figure optionsDownload full-size imageDownload as PowerPoint slide