Interactions of cyclodextrins with aromatic compounds studied by vibrational circular dichroism spectroscopy

The host/guest complexation between cyclodextrins (CDs) and aromatic compounds was studied by vibrational circular dichroism (VCD) spectroscopy in mid-IR region. Benzoic acid, 4-aminobenzoic acid, and 2,6-naphthalene-dicarboxylic acid acting as the guests with aromatic skeleton, cause the significant changes in VCD patterns of CD, which indicate that the secondary hydroxyl groups of the CDs are involved in the host/guest complexation. In addition, the intensities and dissymmetry factors (deltaA/A) of the VCD bands, which belong to skeletal CD vibrations, depend on the sizes of the guest molecules. Our results indicate that the formation of the CD inclusion complexes can be followed by VCD spectroscopy.