6533b854fe1ef96bd12ae1e8

RESEARCH PRODUCT

Host–guest inclusion complexes between peracetylated β-cyclodextrin and diphenyl(4-phenylphenyl)phosphine : computational studies

Eric MonflierAlessandro GaliaAdlane SayedeGiuseppe FilardoAnne Ponchel

subject

chemistry.chemical_classificationCyclodextrin010405 organic chemistryStereochemistryChemistry[CHIM.MATE]Chemical Sciences/Material chemistry010402 general chemistryCondensed Matter Physics01 natural sciencesBiochemistryMedicinal chemistry0104 chemical sciences[CHIM.THEO]Chemical Sciences/Theoretical and/or physical chemistrysymbols.namesakeSecondary sidechemistry.chemical_compoundMolecular dynamicssymbols[CHIM]Chemical SciencesPhysical and Theoretical Chemistryvan der Waals forceOrbital analysisPhosphineComputingMilieux_MISCELLANEOUS

description

PM3 and molecular dynamic calculations were performed upon the inclusion complexation of peracetylated β-cyclodextrin (Per-Ac-β-CD) with diphenyl(4-phenylphenyl)phosphine (DBP). Results show that the 4-phenylphenyl part of the DBP phosphine fits tightly in the cavity of the Per-Ac-β-CD, leading to the formation of stable inclusion complexes. Complexation energies indicate that the complex formed via the primary side of the Per-Ac-β-CD is more stable than that formed via the secondary side. Electrostatic potential mapping and frontier orbital analysis suggest that van der Waals interaction constitute a major driving force in the complexation of the DBP and Per-Ac-β-CD.

yearjournalcountryeditionlanguage
2006-11-01
http://hdl.handle.net/10447/21771