Effects of Substituent and Solvent on Inclusion Complexation of β-Cyclodextrins with Azobenzene Derivatives

Yoshimi Sueishi; Masamichi Kasahara; Munenori Inoue; Kazuyoshi Matsueda

doi:10.1023/A:1025686605714

Effects of Substituent and Solvent on Inclusion Complexation of β-Cyclodextrins with Azobenzene Derivatives

Yoshimi Sueishi, Masamichi Kasahara, Munenori Inoue, Kazuyoshi Matsueda

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

29 Citations (Scopus)

Abstract

The equilibrium constants (K) for the inclusion complex formation of β-cyclodextrin (β-CD) with Methyl Orange (MO) and substituted azoanilinium chlorides were determined spectrophotometrically. Based on the results, the substituent effect on the inclusion complexation of β-CD with azoanilinium chlorides was discussed in detail. Further, the solvent effects on the inclusion complexation of MO with β-CD and heptakis(2,6-di-O-methyl)- β-cyclodextrin(DM-β-CD) were examined in aqueous organic mixtures with water-miscible organic compounds (dimethylsulfoxide, acetonitrile, N, N-dimethylformamide, and acetone). It was found that the K value for the inclusion complex formation with β-CD and DM-β-CD decreases remarkably with increasing ratio of organic solvents, dependent of the surface tension of solvent mixtures.

Original language	English
Pages (from-to)	71-75
Number of pages	5
Journal	Journal of Inclusion Phenomena
Volume	46
Issue number	1-2
DOIs	https://doi.org/10.1023/A:1025686605714
Publication status	Published - Jun 2003

Keywords

Azoanilinium chlorides
Inclusion complexation
Solvent effect
Substituent effect
Surface tension

ASJC Scopus subject areas

Food Science
Chemistry(all)
Condensed Matter Physics

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title = "Effects of Substituent and Solvent on Inclusion Complexation of β-Cyclodextrins with Azobenzene Derivatives",

abstract = "The equilibrium constants (K) for the inclusion complex formation of β-cyclodextrin (β-CD) with Methyl Orange (MO) and substituted azoanilinium chlorides were determined spectrophotometrically. Based on the results, the substituent effect on the inclusion complexation of β-CD with azoanilinium chlorides was discussed in detail. Further, the solvent effects on the inclusion complexation of MO with β-CD and heptakis(2,6-di-O-methyl)- β-cyclodextrin(DM-β-CD) were examined in aqueous organic mixtures with water-miscible organic compounds (dimethylsulfoxide, acetonitrile, N, N-dimethylformamide, and acetone). It was found that the K value for the inclusion complex formation with β-CD and DM-β-CD decreases remarkably with increasing ratio of organic solvents, dependent of the surface tension of solvent mixtures.",

keywords = "Azoanilinium chlorides, Inclusion complexation, Solvent effect, Substituent effect, Surface tension",

author = "Yoshimi Sueishi and Masamichi Kasahara and Munenori Inoue and Kazuyoshi Matsueda",

year = "2003",

month = jun,

doi = "10.1023/A:1025686605714",

language = "English",

volume = "46",

pages = "71--75",

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T1 - Effects of Substituent and Solvent on Inclusion Complexation of β-Cyclodextrins with Azobenzene Derivatives

AU - Sueishi, Yoshimi

AU - Kasahara, Masamichi

AU - Inoue, Munenori

AU - Matsueda, Kazuyoshi

PY - 2003/6

Y1 - 2003/6

N2 - The equilibrium constants (K) for the inclusion complex formation of β-cyclodextrin (β-CD) with Methyl Orange (MO) and substituted azoanilinium chlorides were determined spectrophotometrically. Based on the results, the substituent effect on the inclusion complexation of β-CD with azoanilinium chlorides was discussed in detail. Further, the solvent effects on the inclusion complexation of MO with β-CD and heptakis(2,6-di-O-methyl)- β-cyclodextrin(DM-β-CD) were examined in aqueous organic mixtures with water-miscible organic compounds (dimethylsulfoxide, acetonitrile, N, N-dimethylformamide, and acetone). It was found that the K value for the inclusion complex formation with β-CD and DM-β-CD decreases remarkably with increasing ratio of organic solvents, dependent of the surface tension of solvent mixtures.

AB - The equilibrium constants (K) for the inclusion complex formation of β-cyclodextrin (β-CD) with Methyl Orange (MO) and substituted azoanilinium chlorides were determined spectrophotometrically. Based on the results, the substituent effect on the inclusion complexation of β-CD with azoanilinium chlorides was discussed in detail. Further, the solvent effects on the inclusion complexation of MO with β-CD and heptakis(2,6-di-O-methyl)- β-cyclodextrin(DM-β-CD) were examined in aqueous organic mixtures with water-miscible organic compounds (dimethylsulfoxide, acetonitrile, N, N-dimethylformamide, and acetone). It was found that the K value for the inclusion complex formation with β-CD and DM-β-CD decreases remarkably with increasing ratio of organic solvents, dependent of the surface tension of solvent mixtures.

KW - Azoanilinium chlorides

KW - Inclusion complexation

KW - Solvent effect

KW - Substituent effect

KW - Surface tension

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JO - Journal of Inclusion Phenomena and Macrocyclic Chemistry

JF - Journal of Inclusion Phenomena and Macrocyclic Chemistry

SN - 1388-3127

IS - 1-2

ER -

Effects of Substituent and Solvent on Inclusion Complexation of β-Cyclodextrins with Azobenzene Derivatives

Abstract

Keywords

ASJC Scopus subject areas

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