Journal of the American Chemical Society

Optically active amines. 34. Application of the benzene chirality rule to ring-substituted phenylcarbinamines and carbinols

ST Pickard, HE Smith

Index: Pickard, Simeon T.; Smith, Howard E. Journal of the American Chemical Society, 1990 , vol. 112, # 15 p. 5741 - 5747

Full Text: HTML

Citation Number: 46

Abstract

Abstract: The negative sign of the'Lb Cotton effects (CEs) from about 250 to 270 nm in the circular dichroism (CD) spectra of (R)-a-phenylethylamine and (R)-a-phenylethyl alcohol and other phenylalkylcarbinamines and carbinols is determined by vibronic borrowing from allowed transitions at shorter wavelength. On ring substitution, bond transition moments are induced in the benzene ring bonds adjacent to the attachment bond of the chiral group, ...