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化学学报
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化学学报 ›› 1980, Vol. 38 ›› Issue (4): 399-404. 上一篇    下一篇

研究简报

苯基氯化硫及氯化硫对碳-碳重键的加成反应

张自义, 陈立民, 郭惠元, 徐长卿   

  1. 兰州大学化学系
  • 投稿日期:1978-07-06 发布日期:2013-06-03

THE ADDITION OF SULFUR CHLORIDE AND BENZENE-SULFENYL CHLORIDE TO CARBON-CARBON MULTIPLE BONDS

ZHANG ZI-YI, CHEN LI-MIN, GUO HUI-YUAN, XU CHANG-QING   

  1. Department of Chemistry, Lanchow University
  • Received:1978-07-06 Published:2013-06-03

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1

芳基氯化硫是一类具有多种反应性能的物质。Kharasch等系统地研究了它们对重键的加成,并提出亲电反应机理[1]。但在炔烃反应中,只用亲电反应机理不能解释其加成方向。例如,Truce研究苯基氯化硫与苯乙炔在非极性溶剂中的加成,得α-苯硫基-β-氯代苯乙烯[2]。

Under ultraviolet irradiation or in the presence of organic peroxide, benzene-sulfenyl chloride added to phenylacetylene, yielding phenylthio-β-chlorostyrcne, different solvents having no effect upon the reaction.Under the same condition, benzene-sulfenyl chloride added to biphenylacetylene and stilbene, yielding 1, 2-diphenyl-1-phenylthio-2-chloroethylene (1) and 1, 2-Biphenyl-l-phenylthio-2-chloroethan) (1') respectively, Oxidation of 1 and 1' with H2O2 in glacial acetic acid converted them into the corresponding sulfones, 1,2-Biphenyl-7-benzenesulfonyl-2-chloroethylcne (2) and 1,2-Biphenyl-1-benzenesulfonyl-2-chlorethane (2').