A NEW SYNTHESIS OF OCTAFLUORO[2.2]PARACYCLOPHANE

被引:37
作者
DOLBIER, WR
ASGHAR, MA
PAN, HQ
CELEWICZ, L
机构
[1] Department of Chemistry, University of Florida, Gainesville
关键词
D O I
10.1021/jo00059a038
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new synthesis of 1,1,2,2,9,9,10,10-octafluoro[2.2]paracyclophane (2) is reported. Easy preparation of gram quantities of 2 is accomplished by treatment of alpha,alpha'-dibromo-alpha,alpha,alpha',alpha'-tetrafluoroxylene with a complex low-valent form of Ti which is made by reduction of TiCl4 with equimolar quantities of LiAlH4 in THF. Use of high-dilution techniques is required for the reaction to be successful. The formation of 2 is believed to proceed via the reactive monomeric species alpha,alpha,alpha',alpha'-tetrafluoro-p-xylylene (4).
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页码:1827 / 1830
页数:4
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