Conformational studies by dynamic NMR. 34. Stereomutation and torsional processes in aromatic tertiary amines

D Casarini, L Lunazzi…

Index: Casarini, D.; Lunazzi, L. Journal of Organic Chemistry, 1988 , vol. 53, # 1 p. 182 - 185

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Citation Number: 7

Abstract

In sufficiently hindered aromatic amines the dynamic plane containing the rapidly inverting nitrogen atom is twisted with respect to the plane of the aromatic ring. 2 As a consequence, 1- naphthylamines, having different substituents at the N atom, give rise to a pair of enantiomeric conformers. At low temperatures the rate of exchange between these conformers is slow and in the case of derivatives containing prochiral probes3 (eg, ethyl or ...