Association of Some Polynuclear Aromatic Hydrocarbons with Cyclodextrins in Aqueous Medium
- 1 October 1989
- journal article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 62 (10) , 3098-3102
- https://doi.org/10.1246/bcsj.62.3098
Abstract
Complex formation using cyclodextrins (CyDs) as hosts and anthracene, phenanthrene, and naphthacene as guests has been studied in aqueous medium at 25 °C by measuring the guest volatilization rate. The results obtained are compared with those previously determined for benzene and naphthalene. Factors governing the host–guest association are discussed based on the dehydration energy of the guest derived from the Henry’s law constant. It was suggested that van der Waals force is the main factor to stabilize the polynuclear aromatic hydrocarbons in the CyD cavity and that the contribution of hydrophobic interaction is less important. The additional van der Waals stabilization does not work fully for naphthacene of the longest molecular axis among the guests studied.Keywords
This publication has 23 references indexed in Scilit:
- Association of Naphthalene and Its Methyl Derivatives with Cyclodextrins in Aqueous MediumBulletin of the Chemical Society of Japan, 1988
- Complexing of .alpha.-cyclodextrin with sym-4,4'-disubstituted biphenylsThe Journal of Organic Chemistry, 1988
- Thermodynamics of fish/water and octan-1-ol/water partitioning of some chlorinated benzenesEnvironmental Science & Technology, 1988
- Enhanced Room-Temperature Phosphorescence of Anthracene on Cyclodextrin-Treated Filter PaperApplied Spectroscopy, 1987
- Relationships between octanol-water partition coefficient and aqueous solubilityEnvironmental Science & Technology, 1985
- Vapor pressure studies of benzene-cyclodextrin inclusion complexes in aqueous solutionJournal of the American Chemical Society, 1984
- Binding mechanisms in cyclohexaamylose complexesJournal of the American Chemical Society, 1981
- Inclusion complexes of cinnamic acids with cyclodextrins. Mode of inclusion in aqueous solution.CHEMICAL & PHARMACEUTICAL BULLETIN, 1975
- Inclusion Compounds. XIX.1a The Formation of Inclusion Compounds of α-Cyclodextrin in Aqueous Solutions. Thermodynamics and KineticsJournal of the American Chemical Society, 1967
- The Association of α- and β-Cyclodextrins with Organic Acids1Journal of the American Chemical Society, 1961