Toward phenanthridin-2-ylidene: electrophilicity versus acidity in planar-constrained C-aryl iminium salts - CNRS - Centre national de la recherche scientifique Accéder directement au contenu
Article Dans Une Revue Tetrahedron Letters Année : 2006

Toward phenanthridin-2-ylidene: electrophilicity versus acidity in planar-constrained C-aryl iminium salts

Résumé

A phenanthridinium salt was prepared in four steps, including an intramolecular CH-arylation and a hydride abstraction reaction. Treatment with sterically demanding bases does not lead to the corresponding carbene, but rather to addition products: the planar-constrained geometry significantly enhances the electrophilicity over the acidity of C-aryl iminium salts.

Dates et versions

hal-00180073 , version 1 (17-10-2007)

Identifiants

Citer

Xavier Cattoën, Didier Bourissou, Guy Bertrand. Toward phenanthridin-2-ylidene: electrophilicity versus acidity in planar-constrained C-aryl iminium salts. Tetrahedron Letters, 2006, 47 (4), pp.531-534. ⟨10.1016/j.tetlet.2005.11.052⟩. ⟨hal-00180073⟩
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