Title of article
Toward phenanthridin-2-ylidene: electrophilicity versus acidity in planar-constrained C-aryl iminium salts
Author/Authors
Cattoën، نويسنده , , Xavier and Bourissou، نويسنده , , Didier and Bertrand، نويسنده , , Guy، نويسنده ,
Issue Information
دوماهنامه با شماره پیاپی سال 2006
Pages
4
From page
531
To page
534
Abstract
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.
Keywords
nucleophilic addition , Planar-constrained geometry , Phenanthridinium salts , Deprotonation , Carbenes
Journal title
Tetrahedron Letters
Serial Year
2006
Journal title
Tetrahedron Letters
Record number
1848459
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