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Conformationally Restricted Arene Intermediates in the Intermolecular Heck Arylation of Vinylarenes
Author(s) -
Hii King Kuok Mimi,
Claridge Timothy D. W.,
Giernoth Ralf,
Brown John M.
Publication year - 2004
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200404072
Subject(s) - chemistry , intermolecular force , aryl , ring (chemistry) , stereochemistry , computational chemistry , organic chemistry , molecule , alkyl
Abstract The NMR observation of σ‐benzylpalladium intermediates at low temperature, formed by reaction of arylpalladium diphosphine cations with simple vinylarenes, indicates restricted rotation in the adjacent aryl ring. The stability of the intermediate is greater in the dppp than in the dppf series. By a combination of NMR techniques, it was possible to characterise the intermediate, and to consider permissible structures.