Issue 12, 1994

Induced circular dichroism spectra of α-, β- and γ-cyclodextrin complexes with sodium 4′-hydroxy-3′-isopropylazobenzene-4-sulfonate and sodium 4′-hydroxy-3′,5′-diisopropylazobenzene-4-sulfonate

Abstract

The induced circular dichroism (ICD) spectra of α-, β- and γ-cyclodextrin complexes with sodium 4′-hydroxy-3′-isopropylazobenzene-4-sulfonate, 3-Pri(4-OH)C6H3–N[double bond, length half m-dash]N–C6H4SO3Na+5 and sodium 4′-hydroxy-3′,5′-diisopropylazobenzene-4-sulfonate, 3,5-(Pri)2(4-OH)C6H2–N[double bond, length half m-dash]N–C6H4SO3Na+8 in aqueous solution have been measured. ICD is observed on the absorption bands of the achiral azo guest molecules 5 and 8 which are included in the dissymmetric field of the chiral cyclodextrin (CD) cavity. The ICD spectral patterns change drastically depending on the shape and size of the alkyl substituents (Ri and Rj) of the phenol moiety [RiRj(4-OH)C6H2–] of the azo guest molecules, RiRj(4-OH)C6H2–N[double bond, length half m-dash]N–C6H4SO3Na+. The π→π* electronic transitions which are polarized along the long axis of the slim guest molecule 5 show almost a single positive ICD in all of the α-, β- and γ-CD inclusion complexes. This result indicates that the guest 5 is included from the long-axis side into the CD cavity. However, the ICD spectra of the β- and γ-CD complexes of the bulky guest molecule 8 show a split-type positive and negative ICD signal in the π→π* transition band. This splitting pattern may arise from the dimer formation of 8 in the form of the 2:2 (guest:CD)β- and γ-CD inclusion complexes.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 2, 1994, 2507-2513

Induced circular dichroism spectra of α-, β- and γ-cyclodextrin complexes with sodium 4′-hydroxy-3′-isopropylazobenzene-4-sulfonate and sodium 4′-hydroxy-3′,5′-diisopropylazobenzene-4-sulfonate

N. Yoshida, H. Yamaguchi and M. Higashi, J. Chem. Soc., Perkin Trans. 2, 1994, 2507 DOI: 10.1039/P29940002507

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Spotlight

Advertisements