Journal of the American Chemical Society

. sigma.-Sulfurane chemistry. Effect of substituents on the coupling reactions

BM Trost, HC Arndt

Index: Trost,B.M.; Arndt,H.C. Journal of the American Chemical Society, 1973 , vol. 95, # 16 p. 5288 - 5298

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Citation Number: 67

Abstract

Abstract: The reaction of S-aryldibenzothiophenium fluoroborates with aryllithiums reveals the ratio of formation of biaryl and dibenzothiophene (path A) compared with 2-arylthio-o- terphenyl (path B) which depends upon substituents. Electron-withdrawing substituents favor the former, whereas electron-donating substituents favor the latter. Similarly, styrene and dibenzothiophene formation predominates over 2-vinyl-2'-arylthiobiphenyl and/or 2- ...