Journal of inclusion phenomena and macrocyclic chemistry

, Volume 40, Issue 1, pp 35–39

Charge-transfer Interaction: A Driving Force for Cyclodextrin Inclusion Complexation


    • Department of ChemistryColumbia University
  • Ke-Sheng Song
    • Department of ChemistryUniversity of Science and Technology of China
  • Xiao-Son Li
    • Department of ChemistryColumbia University
  • Qing-Xiang Guo
    • Department of ChemistryColumbia University

DOI: 10.1023/A:1011170026406

Cite this article as:
Liu, L., Song, K., Li, X. et al. Journal of Inclusion Phenomena (2001) 40: 35. doi:10.1023/A:1011170026406


PM3 calculations were performed on the complexation of α-cyclodextrin (α-CD) with nitrobenzene, benzoic acid, benzoate anion, 4-nitrophenol, and 4-nitrophenolate anion. The results, in agreement with the experimental observations, indicated that the complex α-CD-benzoic acid was more stable than α-CD-nitrobenzene, and α-CD-4-nitrophenolate was more stable than α-CD-4-nitrophenol. Frontier orbital analysis suggested that charge-transfer interaction led to such behaviors, and hence constituted a nontrivial driving force in the molecular recognition of α-CD.

charge transfercyclodextrindriving forceinclusion complexationPM3
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© Kluwer Academic Publishers 2001