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β-CD inclusion complexes: Relative selectivity of terpene and aromatic guest molecules studied by competitive inclusion experiments

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Abstract

The relative inclusion selectivity of a series of 21 terpene and aromatic guest molecules with regard to β-CD have been measured in an aqueous environment, based on the interaction of 1∶1 mixtures of the guest molecule with one equivalent of β-CD. The order for inclusion in β-CD, as determined by a statistical analysis of the total results is (−)borneol (2)>terpineol (21)>(+)camphor (4)>(−)carvone (11)=geraniol (16)=(±)linalool (1)=cineole (3)=(−)fenchone (15)>(+)isomenthol (17)=citral (13)=thymol (10)>(−)menthone (19)>(+)menthol (18)>o-cresol (14)>eugenol (9)>(+)limonene (7)=(−)bornyl acetate (8)>anethol (12)=(+)camphene (5)>(−)pinene (6)>myrcene (20). The relative selectivity obtained has little relation to previously measured association constants, but is consistent with selectivities obtained in solution from competition experiments.

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Supplementary data relating to this article are deposited with the British Library as Supplementary Publication No. SUP 82152 (4 pages).

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Donze, C., Coleman, A.W. β-CD inclusion complexes: Relative selectivity of terpene and aromatic guest molecules studied by competitive inclusion experiments. J Incl Phenom Macrocycl Chem 16, 1–15 (1993). https://doi.org/10.1007/BF00708758

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  • DOI: https://doi.org/10.1007/BF00708758

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