Synthesis of ‘thianthrene dimer’ by the coupling reaction of stannylthianthrenes in the presence of copper catalysts
作者:Hiroyuki Morita、Yasutaka Oida、Takamine Ariga、Satoru Fukumoto、Md. Chanmiya Sheikh、Takayoshi Fujii、Toshiaki Yoshimura
DOI:10.1016/j.tet.2011.04.057
日期:2011.6
The coupling reaction of 1-tributylstannylthianthrene (5) and 2-tributylstannylthianthrene (7) in the presence of copper catalysts at rt afforded the thianthrene dimer 1,1′-bithianthrene (3), 2,2′-bithianthrene (8), and 1,2′-dithianthrene (9) in high yields. Also we obtained thianthrene oxide dimer (R,R) (S,S)-1-(10-S-monoxythianthrene-1-yl)thianthrene-10-S-monoxide (12) and (R,S) (S,R)-1-(10-S-mo
1-三丁基锡烷基蒽(5)和2-三丁基锡烷基蒽(7)在室温下在铜催化剂的存在下偶联反应,得到噻吩二聚体1,1'-二蒽(3),2,2'-二蒽(8)和1,2'-二硫蒽(9),收率高。我们还获得了氧化蒽二聚体(R,R)(S,S)-1-(10- S-单氧噻吨-1-基)蒽10 S-一氧化氮(12)和(R,S)(S,R基)-1-(10-小号在相同的反应条件下,由1-三丁基锡烷基-10 - S-单氧噻吨(10)生成-单氧噻吩-1-基)噻吩-10 - S-一氧化氮(13)。的最终结构构象3,8,9,和12通过X射线晶体分析进行。此外,还研究了偶联反应中的溶剂作用。