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Complexation of phenols with β- and γ-cyclodextrins: determination of the association constants by using the isomerization of spiropyran

✍ Scribed by Yoshimi Sueishi; Tamami Miyakawa

Publisher: John Wiley and Sons
Year: 1999
Tongue: English
Weight: 87 KB
Volume: 12
Category: Article
ISSN: 0894-3230
DOI: 10.1002/(sici)1099-1395(199907)12:7<541::aid-poc156>3.0.co;2-8

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✦ Synopsis

As a chemical indicator, the isomerization rate of so-called 6-SO 3 À -spiropyran was used to estimate the equilibrium constants for the inclusion complex formation of band g-cyclodextrins (b and g-CDs). The association constants for inclusion complexes of band g-CDs with various kinds of phenols were determined. It was found that band g-CDs form 1:1 and 1:2 inclusion complexes with phenols, respectively. The substituent effects on the association constants for the 4-substituted phenols-b-CD system can be interpreted in terms of the geometry of the inclusion complex. The magnitude of the association constants for the inclusion complex is related to molecular polarizability of the guest molecule. Based on the results, the dominant factor for CD complexation with phenols is discussed.

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