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Bent structure and dynamic stereochemistry of chiral acridinium cations
Benoît Laleu1, Christelle Herse, Bo W Laursen
1Département de Chimie Organique, Université de Genève, quai Ernest-Ansermet 30, CH-1211 Genève 4, Switzerland.
The Journal of Organic Chemistry
|August 5, 2003
Abstract:
Chiral acridinium cations, easily prepared by reaction of enantiopure primary amines and tris(2,6-dimethoxy)trityl cation, display restricted rotations around the C(sp(3))-N(sp(2)) bond. A bending of the aromatic backbone and "out-of-plane" displacements of C(9) and N(10) atoms are enforced if bulky amines are introduced.