Chiroptical properties of pyrrolidine derivatives

Abstract

CD spectra of (S)-(-)-2-phenyl-1-methylpyrrolidine (I) and (S)-(-)-1-methyl-2-(2-tolyl)pyrrolidine (II) were calculated. Rotational strengths were calculated by direct procedure based on the CNDO/S-CI wave function. The most stable conformations were determined by total gradient optimization of molecular geometry and their molar fractions were calculated. CD spectra, constructed from the molar fractions and rotational strengths, agreed well with the experimental ones. Absolute configuration of compound II was established by the chemical correlation with (S)-(-)-hygrinic acid.