Alternative Kullback-Leibler Information Entropy for Enantiomers

作者：Janssens Sara; Bultinck Patrick; Borgoo Alex; Van Alsenoy Christian; Geerlings Paul^*

来源：Journal of Physical Chemistry A, 2010, 114(1): 640-645.

DOI：10.1021/jp9081883

In our series of studies on quantifying chirality, a new chirality measure is proposed in this work based on the Kullback-Leibler information entropy. The index computes the extra information that the shape function of one enantiomer carries over a normalized shape function of the racemate, while in our previous studies the shape functions of the R and S enantiomers were used considering one as reference for the other. Besides being mathematically more elegant (symmetric, positive definite, zero in the case of a nonchiral system), this new index bears a more direct relation with chirality oriented experimental measurements such as circular dichroism (CD) and optical rotation measurements, where the racemate is frequently used as a reference, The five chiral halomethanes holding one asymmetric carbon atom and H, F, Cl, Br, and I as substituents have been analyzed. A comparison with our calculated optical rotation and with Avnir's Continuous Chirality Measure (CCM) is computed. The results show that with this index the emphasis lies on the differences between the noncoinciding substituents.

• 出版日期2010-1-14