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化学学报
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化学学报 ›› 2001, Vol. 59 ›› Issue (10): 1730-1734. 上一篇    下一篇

研究论文

1,3-二碘六氟丙烷的电子转移反应

郭勇;陈庆云   

  1. 中国科学院上海有机化学研究所.上海(200032)
  • 发布日期:2001-10-15

The electron transfer reactions of 1,3-diiodohexafluoropropane

Guo Yong;Chen Qingyun   

  1. Shanghai Inst Organ Chem., CAS.Shanghai(200032)
  • Published:2001-10-15

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在四醋酸铅的催化下，二氟二碘甲烷(CF2I2,1)与四氟乙烯加成生成1,3-二碘六氟丙烷(ICF2CF2CF2I,3).3与烯烃、炔烃和丙二酸二乙酯阴离子发生电子转移反应。

关键词: 二碘六氟丙烷, 电子转移, 四氟乙烯, 醋酸铅, 烯烃, 炔烃, 丙二酸乙二酯

The addition of difluorodiiodomethane (CF2I2,1) with tetrafluoroethene induced by Pb(OAc)4 in acetic acid in an autoclave at 70℃ overnight gives 1,3-diiodohexafluoropropane (ICF2CF2CF2I, 3) in 80% yield 3 can add to alkenes inthe presence of Zn or Na2S2O4 to afford ICF2CF2CF2CH2CHIR (6) and RCHICH2CF2CF2CF2CH2CHIR (7). Its reaction with phenylacetylene also induced by Na2S2O4 affords ICF2CF2CF2CH=CIPh(9) and ICF2CF2CF2CH=C(Ph) CH=CHIPh(10). The substitution of 3 by malonate anion producing ICF2CF2CR=C(CO2Et)2 (12) and HCF2CF2CR=C(CO2Et)2(13)[R=CH(CO2Et)2] can be rationalized in term of SRN1 mechanism.

Key words: TETRAFLUORO ETHYLENE, ALKENE, ALKYNE, ETHYLENE GLYCOL MALONATE

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