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 journalArticle

28 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 languageEnglish
Pages (from-to)71-75
Number of pages5
JournalJournal of Inclusion Phenomena and Macrocyclic Chemistry
Volume46
Issue number1-2
DOIs
Publication statusPublished - Jun 2003

Fingerprint

cyclodextrins
Cyclodextrins
Complexation
chemical derivatives
inclusions
Derivatives
Chlorides
chlorides
dimethylformamide
Dimethylformamide
Surface Tension
surface tension
dimethyl sulfoxide
Acetone
Dimethyl Sulfoxide
organic compounds
acetone
Equilibrium constants
water
Organic compounds

Keywords

  • Azoanilinium chlorides
  • Inclusion complexation
  • Solvent effect
  • Substituent effect
  • Surface tension

ASJC Scopus subject areas

  • Chemistry(all)
  • Condensed Matter Physics

Cite this

Effects of Substituent and Solvent on Inclusion Complexation of β-Cyclodextrins with Azobenzene Derivatives. / Sueishi, Yoshimi; Kasahara, Masamichi; Inoue, Munenori; Matsueda, Kazuyoshi.

In: Journal of Inclusion Phenomena and Macrocyclic Chemistry, Vol. 46, No. 1-2, 06.2003, p. 71-75.

Research output: Contribution to journalArticle

@article{309895bb36c849df9b76c2de61037b77,
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 = "6",
doi = "10.1023/A:1025686605714",
language = "English",
volume = "46",
pages = "71--75",
journal = "Journal of Inclusion Phenomena and Macrocyclic Chemistry",
issn = "1388-3127",
publisher = "Kluwer Academic Publishers",
number = "1-2",

}

TY - JOUR

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

UR - http://www.scopus.com/inward/record.url?scp=1642465429&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=1642465429&partnerID=8YFLogxK

U2 - 10.1023/A:1025686605714

DO - 10.1023/A:1025686605714

M3 - Article

AN - SCOPUS:1642465429

VL - 46

SP - 71

EP - 75

JO - Journal of Inclusion Phenomena and Macrocyclic Chemistry

JF - Journal of Inclusion Phenomena and Macrocyclic Chemistry

SN - 1388-3127

IS - 1-2

ER -