Acta Chimica Sinica ›› 1983, Vol. 41 ›› Issue (1): 67-73. Previous Articles     Next Articles

Original Articles

第五、六族元素的有机化合物在有机合成中应用的研究 XVII.胂叶立德与氟代烯烃的反应

丁维钰;蔡文;戴金山;黄耀曾;郑建华   

  1. 上海科技大学;中国科学院上海有机化学研究所
  • 出版日期:1983-01-15 发布日期:1983-01-15

Studies on the application of elemento-organic compounds of the fifth and sixth groups in organic syntheses. xvii. Reaction of arsoranes with fluoroalkenes

DING WEIYU;CAI WEN;DAI JINSHAN;HUANG YAOZENG;ZHENG JIANHUA   

  • Online:1983-01-15 Published:1983-01-15

Reaction of perfluoropropylene (2a) with cyanomethylene- triphenylarsorane (1b) gave cyano-2, 3, 3, 3-tetrafluoropropionylmethylene-triphenylarsorane (4b), and with benzoylmethylene-(1c) and acetylmethylene-triphenylarsorane (1d) gave benzoyl-(3c) and acetyl-(trans-perfluoropropen-1-yl)- methylene-triphenylarsorane (3d), respectively 3c and 3d could be converted to benzoyl-(4c) and acetyl-2, 3, 3, 3-tetrafluoropropionyl -methylene triphenylarsorane (4d), respectively by refluxing with moist benzene. Reaction of carbomethoxymethylene- triphenylphosphorane (1e) with perfluoropropylene was similar to that of arsorane. However, benzoylmethylene-and acetylmethylene- triphenylphosphorane were unreactive towards perfluoropropylene. Reaction of carbomethoxymethylene-triphenylarsoraen (1a) with trifluorochloroethylene gave carbomethoxyfluoroacetylmenthylene- triphenylarsorane (4f) in low yield. when the residue was treated with methanol, difluorotriphenylarsorano and methyl- fluorochloroacetate (8) were obatined. The structures of the aforementioned products are ascertained by elemental analyses, IR, ^1H NMR, ^1^9F NMR and mass spectra.

Key words: ACETIC ACID ESTER, BENZENE P, ACETOPHENONE P, PERFLUOROPROPENE, ORGANIC SYNTHESIS, CHLOROTRIFLUOROETHYLENE, ACETONITRILE P, ACETONE P, GROUP VA COMPOUND, GROUP VIA COMPOUND

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