Chiral molecular recognition was analyzed on the basis of thermodynamics of the association process. By considering the hypothetical thermodynamic states, the free energy (ΔG°), the enthalpy (ΔH°), and the entropy (ΔS°) changes of the association can be separated into contribution from each recognition group. Experimentally determined values of each AG° for the chiral recognition by functionalized porphyrin indicate that the restriction of molecular motion effectively driven by intermolecular forces plays animportant role in the chiral recognition. Circular dichroism study was proved to be effective toprobe the molecular motion of the guest in the host-guest complex, as exemplified by the splittype induced circular dichroism of functionalized porphyrin-amino acid systems. We proposethat the split type induced circular dichroism is caused by the coupling between the transitionmoments of the carbonyl group and the porphyrin group based on the molecular orbital calculatlons.