The Ring-Opening Reaction of 7,7’-Dimethyl-2, 5-bis(trimethylsilyl)-dithieno[2,3-b:3’,2’-d]silole in the Presence of NXS (X = Cl, Br, I)
Caiyun Zhao, Li Xu, Jianwu Shi, Chunli Li, Zhihua Wang, Hua Wang
DOI: 10.4236/ijoc.2011.14024   PDF    HTML     4,700 Downloads   8,587 Views   Citations


In this paper, the synthetic method for making 7,7’-dimethyl-2,5-bis(trimethylsilyl)-dithieno[2,3-b:3’,2’-d] silole (1) was developed by using 2,2’-dibromo-5,5’-bis-trimethyl-silanyl[3,3’]bithiophenyl as starting material in one pot reaction. In the presence of NXS (X = Cl, Br, I), a novel ring-opening reation was occurred on the silole ring of 1 in DMF or THF. By using such kind of reaction, two types of ring opened products, (2’-halo-5,5’-bis(trimethylsilanyl)[3,3’]bithiophenyl-2-yl)-dimethylsilanols and 2,2’-dihalo-5,5’-bis(trimethylsi- lanyl)[3,3’]bithiophenyls were obtained efficiently.

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Zhao, C. , Xu, L. , Shi, J. , Li, C. , Wang, Z. and Wang, H. (2011) The Ring-Opening Reaction of 7,7’-Dimethyl-2, 5-bis(trimethylsilyl)-dithieno[2,3-b:3’,2’-d]silole in the Presence of NXS (X = Cl, Br, I). International Journal of Organic Chemistry, 1, 162-166. doi: 10.4236/ijoc.2011.14024.

Conflicts of Interest

The authors declare no conflicts of interest.


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