Inclusion of Azulene and Alcohol by β-Cyclodextrin in Aqueous Solution

Sanyo Hamai; Tsukasa Ikeda; Asao Nakamura; Hiroshi Ikeda; Akihiko Ueno; Fujio Toda

doi:10.1021/ja00041a017

Inclusion of Azulene and Alcohol by β-Cyclodextrin in Aqueous Solution

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

Research output: Contribution to journal › Article › peer-review

53 Citations (Scopus)

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 language	English
Pages (from-to)	6012-6016
Number of pages	5
Journal	Journal of the American Chemical Society
Volume	114
Issue number	15
DOIs	https://doi.org/10.1021/ja00041a017
Publication status	Published - 1992 Jul 1

ASJC Scopus subject areas

Catalysis
Chemistry(all)
Biochemistry
Colloid and Surface Chemistry

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10.1021/ja00041a017

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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.",

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T1 - Inclusion of Azulene and Alcohol by β-Cyclodextrin in Aqueous Solution

AU - Hamai, Sanyo

AU - Ikeda, Tsukasa

AU - Nakamura, Asao

AU - Ikeda, Hiroshi

AU - Ueno, Akihiko

AU - Toda, Fujio

PY - 1992/7/1

Y1 - 1992/7/1

N2 - 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.

AB - 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.

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Inclusion of Azulene and Alcohol by β-Cyclodextrin in Aqueous Solution

Abstract

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