Journal of Organic Chemistry p. 11192 - 11197 (2017)
Update date:2022-08-16
Topics:
Xu, Wan
Wu, Longlong
Fang, Maohong
Ma, Zhiying
Shan, Zhen
Li, Chunli
Wang, Hua
New building blocks, 2,5-di(trimethylsilanyl)diseleno[2,3-b:3′,2′-d]selenophene ((TMS)2-DSS) and 2,5-di(trimethylsilanyl)diseleno[2,3-b:3′,2′-d]thiophene ((TMS)2-DST), for helicenes were obtained from selenophene with total yields of 54 and 61%. From (TMS)2-DSS and (TMS)2-DST, selenophene-based hetero[7]helicenes, 5,5′-di(trimethylsilanyl)benzo[1,2-b:3,4-b′]bis(diseleno[2,3-b:3′,2′-d]thiophene) (rac-1), and 5,5′-di(trimethylsilanyl)benzo[1,2-b:3,4-b′]bis(diseleno[2,3-b:3′,2′-d]selenophene) (rac-2) were prepared. The overall yields from selenophene were approximately 6.5 and 6.1%, respectively. Intermolecular interactions such as C-Se, C-S, and Se-Se were observed in the crystal packings of rac-1 and rac-2. In addition, the absorption behaviors of rac-1 and rac-2 were investigated.
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