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Acid Catalysis in the Aminium Hexachloroantimonate-Induced Cyclodimerization of 1-Aryl-1-phenylethylenes

✍ Scribed by Francesco Ciminale; Luigi Lopez; Gianluca M. Farinola; Stefano Sportelli; Angelo Nacci

Book ID
101352839
Publisher
John Wiley and Sons
Year
2002
Tongue
English
Weight
100 KB
Volume
2002
Category
Article
ISSN
1434-193X

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✦ Synopsis

The aminium hexachloroantimonate-induced cyclodimerization of various 1-aryl-1-phenylethylenes, affording regioisomeric indane derivatives via a carbocation mechanism, was found to occur in a similar manner when SbCl 5 was used instead of the aminium salt, hence antimony pentachloride is proposed as the acid catalyst. Its formation in the reactions with aminium hexachloroantimonates occurs by the oxida-

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Aminium salt induced cyclodimerization of stilbenes in 1,1,1,3,3,3-hexafluoropropan-2-ol
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The aminium salt induced reactions of stilbenes (la-d), affording a mixture of indane (2a--e) and/or tetrahydronaphthalene derivatives (3a,c,d), were found to occur with remarkably higher efficiency in 1,1,1,3,3,3hexafluoropropan-2-ol (HFP) than, if at all, in dichloromethane (DCM) solutions. This s