Diseleno[2,3-b:3′,2′-d]selenophene and Diseleno[2,3-b:3′,2′-d]thiophene: Building Blocks for the Construction of [7]Helicenes

作者：Xu, Wan; Wu, Longlong; Fang, Maohong; Ma, Zhiying; Shan, Zhen; Li, Chunli^*; Wang, Hua^*

来源：Journal of Organic Chemistry, 2017, 82(20): 11192-11197.

DOI：10.1021/acs.joc.7b01362

• CROSS-CONJUGATED OLIGOTHIOPHENES
• DOUBLE HELICENE
• ASYMMETRIC-SYNTHESIS
• CRYSTAL-STRUCTURES
• CARBON-SULFUR
• SELENOPHENE
• OLIGOMERS

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.

• 出版日期2017-10-20
• 单位河南大学