Pentafluorophenylation of perfluorinated benzocyclobutene, indan, and tetralin by reaction with pentafluorobenzene in SbF5

被引：22

作者：

Karpov, VM ^{[1
]}

Mezhenkova, TV ^{[1
]}

Platonov, VE ^{[1
]}

Sinyakov, VR ^{[1
]}

Shchegoleva, LN ^{[1
]}

机构：

[1] Russian Acad Sci, Siberian Dept, Vorozhtsov Novosibirsk Inst Organ Chem, Novosibirsk 630090, Russia

来源：

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2002年 / 38卷 / 08期

关键词：

D O I：

10.1023/A:1020901526459

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reactivity of perfluorinated benzocyclobutene, indan, and tetralin in reaction with pentafluorobenzene in SbF5 medium, and also the relative stability of generated therewith perfluoro-1-phenyl-benzocycloalkenyl cations decrease with increasing alicyclic fragment in the benzocycloalkene. Treating the solutions of salts of the above cations with anhydrous HF results in the corresponding perfluoro-1-phenylbenzocycloalkenes, and the hydrolysis of salts furnishes their 1-hydroxy derivatives. In a reaction of 1-hydroxyperfluoro-1-phenylbenzocyclobutene, -indan, and -tetralin with SOCl2 the hydroxy group is replaced by chlorine. Besides with indan and tetralin derivatives form respectively 7-pentafluorophenyl-octafluoro-3-chlorobicyclo[4.3.0]hepta- 1,4,6-triene and 7-pentafluorophenyldecafluoro-3-chlorobicyclo[4.4.0]octa-1,4,6-triene.

引用

页码：1158 / 1165

页数：8

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[2]

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[3]

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[4]

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