Arisawa Mieko, Kozuki Yoshihiro, Yamaguchi Masahiko
Department of Organic Chemistry, Graduate School of Pharmaceutical Sciences, Tohoku University, Aoba, Sendai 980-8578, Japan.
J Org Chem. 2003 Nov 14;68(23):8964-7. doi: 10.1021/jo034990t.
Rhodium complex RhH(PPh(3))(4) and 1,1'-bis(diphenylphosphino)ferrocene catalyze the regio- and stereoselective additions of diaryl disulfides and diaryl diselenides to 1-alkynes giving (Z)-1-arylseleno-2-arylthio-1-alkenes. The catalyst promotes the addition reaction of dibutyl disulfide and dibutyl diselenide to 1-octyne with a similar selectivity giving (Z)-1-butylseleno-2-butylthio-1-octene but with a lower catalytic activity. The same product is obtained with a higher yield, when excess dibutyl disulfide is used against dibutyl diselenide in the presence of RhH(PPh(3))(4) and 1,4-diphenylphosphinobutane.
铑配合物RhH(PPh(3))(4)和1,1'-双(二苯基膦基)二茂铁催化二芳基二硫化物和二芳基二硒化物对1-炔烃的区域和立体选择性加成反应,生成(Z)-1-芳基硒基-2-芳基硫基-1-烯烃。该催化剂以类似的选择性促进二丁基二硫化物和二丁基二硒化物对1-辛炔的加成反应,生成(Z)-1-丁基硒基-2-丁基硫基-1-辛烯,但催化活性较低。在RhH(PPh(3))(4)和1,4-二苯基膦基丁烷存在下,当使用过量的二丁基二硫化物与二丁基二硒化物反应时,可获得产率更高的相同产物。