Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 82, Issue 20, Pages 11192-11197Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.7b01362
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Funding
- NSFC [51503056, U1304207, 21672054]
- Innovation Scientists and Technicians Troop Construction Projects of Henan Province [C20150011]
- Foundation for Distinguished Young Scientists of Henan University [YQPY20140056]
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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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