Steric effect is a decisive factor on the orientation preference of guest into host: evidence from 5-indanol/beta-CD model

作者：Sivakumar K^*; Nichodemus M; Sankaran K R

来源：Molecular Physics, 2014, 112(14): 1879-1891.

DOI：10.1080/00268976.2013.868057

• beta-cyclodextrin complex
• electrostatic potential
• Hartree-Fock 6-31G**
• hydrogen bonding
• 5-indanol
• PM3
• steric effect

The present study evidences the role of steric effect in the orientation preference of guest into host using the 1: 1 inclusion complex of 5-indanol/beta-CD model. Two different orientations of guest (5-indanol) into host (beta-CD) are considered for the inclusion of 5-indanol into the cavity through the 2. rim of beta-CD. The energy differences in the inclusion process are calculated using PM3 semi-empirical method and HF/6-31G** basis set. By the investigation of stabilisation energies, it is found that the energy of both orientations increases to maximum value due to the increase of steric repulsive effect when the crowding of bulky group of 5-indanol occurs at 1. or 2. rim of beta-CD. On comparing the fluorescence spectral data of 5-indanol: beta-CD complex and 2-napthol: beta-CD complex, it is observed that the steric effect is intensified due to the presence of bulky group.

• 出版日期2014