EFFECT OF ALKENE STRUCTURE ON THE COURSE OF REACTIONS WITH XEF2 AND CSSO4F1

被引：10

作者：

ZUPAN, M ^{[1
]}

METELKO, M ^{[1
]}

STAVBER, S ^{[1
]}

机构：

[1] UNIV LJUBLJANA,J STEFAN INST,LJUBLJANA 61000,SLOVENIA

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1993年 / 22期

关键词：

D O I：

10.1039/p19930002851

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

XeF2 reacted at room temperature in dichloromethane in the presence of HF with triphenylethene, 9-benzylidenefluorene and tetraphenylethene to form vicinal difluorides in high yield, the relative reactivities being in the following order: 1,1-diphenylethene:triphenylethene:tetraphenylethene:9-benzylidenefluorene = 0.4:1:1.1:0.2. CsSO4F did not react at 35-degrees-C with phenyl substituted alkenes in dichloromethane, while vicinal fluoro-methoxy adducts were formed in the presence of methanol. The methoxy group entered according to the Markovnikov rule for regioselectivity in the case of triphenylethene and 9-benzylidenefluorene, with the relative reactivities: 1,1-diphenylethene:tri-phenylethene:tetraphenylethene:9-benzylidenefluorene = 1.2:1:0.2:0.3.

引用

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页码：2851 / 2855

页数：5

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