Do Isopropyl and tert-Butyl Cations Form π Complexes with Benzene

Constantly in motion: The attack of the tert‐butyl cation on benzene gives a π complex whose stability is similar to that of the σ complex. The frequently employed notation for real or proposed π complexes (see picture) has now to be interpreted as indicating the mobility of the cation along the rin...

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Bibliographic Details
Published in:Angewandte Chemie (International ed.) 2002-09, Vol.41 (17), p.3208-3210
Main Author: Heidrich, Dietmar
Format: Article
Language:English
Subjects:
ab initio calculations
arenes
aromatic substitution
carbocations
electrophilic substitution
Online Access:Get full text
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Summary:Constantly in motion: The attack of the tert‐butyl cation on benzene gives a π complex whose stability is similar to that of the σ complex. The frequently employed notation for real or proposed π complexes (see picture) has now to be interpreted as indicating the mobility of the cation along the ring periphery: the position of the cation above the delocalized π‐electron belt cannot be established.
ISSN:1433-7851
1521-3773
DOI:10.1002/1521-3773(20020902)41:17<3208::AID-ANIE3208>3.0.CO;2-R