The aminium salt induced reactions of stilbenes (1a-d), affording a mixture of indane (2a-c) and/or tetra-hydronaphthalene derivatives (3a,c,d), were found to occur with remarkably higher efficiency in 1,1,1,3,3,3-hexafluoropropan-2-ol (HFP) than, if at all, in dichloromethane (DCM) solutions. This solvent effect seems consistent with an electron-transfer mechanism via radical cations 1(+) that chemical evidence indicates to be favoured over an alternative electrophilic mechanism involving carbocations 1H(+), (C) 1999 Elsevier Science Ltd. All rights reserved.
Aminium salt induced cyclodimerization of stilbenes in 1,1,1,3,3,3-hexafluoropropan-2-ol
CIMINALE, Francesco;FARINOLA, Gianluca Maria
1999-01-01
Abstract
The aminium salt induced reactions of stilbenes (1a-d), affording a mixture of indane (2a-c) and/or tetra-hydronaphthalene derivatives (3a,c,d), were found to occur with remarkably higher efficiency in 1,1,1,3,3,3-hexafluoropropan-2-ol (HFP) than, if at all, in dichloromethane (DCM) solutions. This solvent effect seems consistent with an electron-transfer mechanism via radical cations 1(+) that chemical evidence indicates to be favoured over an alternative electrophilic mechanism involving carbocations 1H(+), (C) 1999 Elsevier Science Ltd. All rights reserved.File in questo prodotto:
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