Abstract: The molecular dynamic simulation and quantum chemistry methods were employed to study the supramolecular systems of β-CD-styrene oxide and β-CD-protonated styrene oxide. The results show that, when the phenyl group of protonated styrene oxide points to the secondary rim of β-CD, the system is inclined to be more stable and its attractive energy is relatively larger. But the case for styrene oxide is in disagreement with the protonated partner. However, in the view of kinetics, the phenyl group of styrene oxide maybe finally point to the secondary rim of β-CD due to its comparatively less repulsive energy in the complex. The property of electron density analyzed by topological study indicates that hydrogen bond was formed between the host and guest molecules when the phenyl group of guest molecules points to the secondary rim of β-CD. As a result, it is suggested that the orientation effect on styrene oxide in the inner phase of β-CD might mostly be attributed to the interactions between the host and guest molecules, such as H-bond, dipole action, etc..

Key words: β-CD, Styrene oxide, Supramolecular system, Molecular simulation, Quantum chemistry