Chiroptical properties and racemization behavior of highly distorted donor-acceptor tetracyanoanthraquinodimethane with interconvertible planar chirality.
Absolute configuration of optically active 7,12-bis(dicyanomethylene)-7,12-dihydrobenz[a]anthracene (1) with interconvertible planar chirality was determined by a comparison of experimental and theoretical circular dichroism (CD) spectra. Upon standing at ambient temperatures, 1 was found to spontaneously racemize, the rates of which were assessed through the separation profiles of chiral HPLC at 5-20 degrees C and also from the CD spectral decay profiles at the same temperatures. Mechanism of the racemization was discussed.
Saito
Hideaki
H
Department of Applied Chemistry, Osaka University, Suita 565-0871, Japan.
Mori
Tadashi
T
Origane
Yumi
Y
Wada
Takehiko
T
Inoue
Yoshihisa
Y