Inclusion of azulene and alcohol by β-cyclodextrin in aqueous solution

Sanyo Marnai, Tsukasa Ikeda, Asao Nakamura, Hiroshi Ikeda, Akihiko Ueno, Fujio Toda

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Abstract

β-Cyclodextrin (β-CD) has been found to form a ternary inclusion complex with alcohol and azulene, with a stoichiometry of 2:2:1. By means of a fluorescence method, equilibrium constants for the formation of the ternary inclusion complex have been evaluated for alcohols from ethanol to 1-pentanol. Induced circular dichroism studies suggest that in the ternary inclusion complex azulene slightly extrudes from the β-CD cavity compared with a 1:1 inclusion complex between β-CD and azulene. From an analysis of a 1H-NMR spectrum for azulene in D2O containing both β-CD and 1-propanol, 1-propanol incorporated into the β-CD cavity is deduced to be in close proximity to H-2 and H-6 of azulene in the ternary inclusion complex.

Original languageEnglish
Pages (from-to)6012-6016
Number of pages5
JournalJournal of the American Chemical Society
Volume114
Issue number15
Publication statusPublished - 1992
Externally publishedYes

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ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Marnai, S., Ikeda, T., Nakamura, A., Ikeda, H., Ueno, A., & Toda, F. (1992). Inclusion of azulene and alcohol by β-cyclodextrin in aqueous solution. Journal of the American Chemical Society, 114(15), 6012-6016.