Journal of inclusion phenomena and macrocyclic chemistry

, Volume 40, Issue 1, pp 35-39

First online:

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

  • Lei LiuAffiliated withDepartment of Chemistry, Columbia University Email author 
  • , Ke-Sheng SongAffiliated withDepartment of Chemistry, University of Science and Technology of China
  • , Xiao-Son LiAffiliated withDepartment of Chemistry, Columbia University
  • , Qing-Xiang GuoAffiliated withDepartment of Chemistry, Columbia University

Rent the article at a discount

Rent now

* Final gross prices may vary according to local VAT.

Get Access


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 transfer cyclodextrin driving force inclusion complexation PM3