Journal of inclusion phenomena and macrocyclic chemistry

, Volume 38, Issue 1, pp 199–206

Interplay between Molecular Recognition and Redox Properties: A Theoretical Study of the Inclusion Complexation of β-Cyclodextrin with Phenothiazine and its Radical Cation

Authors

  • Lei Liu
    • Department of ChemistryUniversity of Science and Technology of China
    • National Laboratory of Applied Organic ChemistryLanzhou University
  • Xiao-Song Li
    • Department of ChemistryUniversity of Science and Technology of China
    • National Laboratory of Applied Organic ChemistryLanzhou University
  • Ting-Wei Mu
    • Department of ChemistryUniversity of Science and Technology of China
    • National Laboratory of Applied Organic ChemistryLanzhou University
  • Qing-Xiang Guo
    • Department of ChemistryUniversity of Science and Technology of China
    • National Laboratory of Applied Organic ChemistryLanzhou University
  • You-Cheng Liu
    • Department of ChemistryUniversity of Science and Technology of China
    • National Laboratory of Applied Organic ChemistryLanzhou University
Article

DOI: 10.1023/A:1008106831450

Cite this article as:
Liu, L., Li, X., Mu, T. et al. Journal of Inclusion Phenomena (2000) 38: 199. doi:10.1023/A:1008106831450

Abstract

The PM3 molecular orbital method was employed in the conformational analysis of the inclusion complexation of β-cyclodextrin with phenothiazine and its radical cation from a complete and unrestricted geometry optimization. Ab initio calculations at the level of HF/3-21G(d) and B3LYP/3-21G(d) were utilized to determine the electronic structures of the host, guest and their complexes. The results indicated that the complexation of β-cyclodextrin with the phenothiazineradical cation was significantly more favorable than that with the neutral one, in good agreement with the experimental observation. The charge-transfer interaction was proposed as a physical reason for such behavior. It is suggested that caution should be given when extrapolating one oxidation state behavior to the supramolecular systems in their other oxidation states.

cyclodextrininclusionphenothiazineradical cationtheoretical study

Copyright information

© Kluwer Academic Publishers 2000