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 SbCl5 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 oxidation of the SbCl6- anion by its aminium counterion. Moreover, this cyclodimerization reaction occurs with much higher efficiency and enhanced regioselectivity in 1,1,1,3,3,3-hexafluoropropan-2-ol (HFP) than in dichloromethane.
Acid catalysis in aminium hexachloroantimonates induced cyclodimerization of 1-aryl-1-phenylethylenes
CIMINALE, Francesco;FARINOLA, Gianluca Maria;NACCI, Angelo
2002-01-01
Abstract
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 SbCl5 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 oxidation of the SbCl6- anion by its aminium counterion. Moreover, this cyclodimerization reaction occurs with much higher efficiency and enhanced regioselectivity in 1,1,1,3,3,3-hexafluoropropan-2-ol (HFP) than in dichloromethane.File in questo prodotto:
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