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M. Iyoda, M. Miura, S. Sasaki, S. M. H. Kabir, Y. Kuwatani and M. Yoshida, “Synthesis of Dithieno- thiophenes, Cyclophentadithiophene and Silacyclopenta- dithiophenes Using Palladium-Catalyzed Cyclization,” Tetrahedron Letters, Vol. 38, No. 26, 1997, pp. 4581- 4582. doi:10.1016/S0040-4039(97)00979-9

has been cited by the following article:

• TITLE: 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)

  AUTHORS: Caiyun Zhao, Li Xu, Jianwu Shi, Chunli Li, Zhihua Wang, Hua Wang

  KEYWORDS: Dithieno[2, 3-b:3’, 2’-d]silole, Halogenation, Ring-Opening, Silanol

  JOURNAL NAME: International Journal of Organic Chemistry, Vol.1 No.4, December 27, 2011

  ABSTRACT: 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.