Diseleno[2,3‑b:3′,2′‑d]selenophene and Diseleno[2,3‑b:3′,2′‑d] thiophene: Building Blocks for the Construction of Helicenes
journal contributionposted on 27.09.2017, 00:00 by Wan Xu, Longlong Wu, Maohong Fang, Zhiying Ma, Zhen Shan, Chunli Li, Hua Wang
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 heterohelicenes, 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.