P. Skowronek et J. Gawronski, A simple circular dichroism method for the determination of the absolute configuration of allylic amines, TETRAHEDR L, 41(16), 2000, pp. 2975-2977
Absolute configurations of C(alpha)-chiral primary allylic amines can be de
termined from the CD spectra of their N-phthaloyl derivatives. This method
is based on the exciton coupling of the allowed -pi-pi* transitions in the
phthalimide and olefin chromophores: positive helicity of the N-C-alpha-C=C
bond system results in a positive Cotton effect at ca. 220 nm, a negative
Cotton effect is obtained for the negative helicity N-C-alpha-C=C bond chai
n. (C) 2000 Elsevier Science Ltd. All rights reserved.