FLUORINATED ACETYLENES .13. SYNTHESIS OF 1,6-DIPHENYL-3,3,4,4-TETRAFLUOROHEXA-1,5-DIYNE

被引:10
作者
BARLOW, MG [1 ]
TAJAMMAL, S [1 ]
TIPPING, AE [1 ]
机构
[1] UNIV MANCHESTER,INST SCI & TECHNOL,DEPT CHEM,MANCHESTER M60 1QD,LANCS,ENGLAND
关键词
D O I
10.1016/S0022-1139(00)80063-9
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The title compound (6) may be conveniently synthesised via the three-stage route: [GRAPHICS] [GRAPHICS] In the first stage the alkyne PhC=CBr is also produced, and this undergoes reaction with iodine generated in the second stage to give the alkene (E)-PhCI=CBrI (10) (up to 9.5%). Other by-products formed in the second stage, depending on the conditions employed, are the 1,4-diyne PhC=CCF2C=CPh (12), isolated in 3.5% yield, and 1-iodo-2,3-naphtho-4-phenyltetrafluorocyclobutene (11), isolated in 11.5% yield. Mechanisms are advanced to account for all the products isolated.
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页码:61 / 71
页数:11
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