Binding Ability and Assembly Behavior of β-Cyclodextrin Complexes with 2,2′-Dipyridine and 4,4′-Dipyridine

Yu Liu, Yan Li Zhao, Heng Yi Zhang, En Cui Yang, Xudong Guan

Research output: Contribution to journalArticle

Abstract

Two channel-type supramolecular aggregations 1 and 2 were prepared by the inclusion complex of β-cyclodextrin with 2,2′-dipyridine and 4,4′-dipyridine, respectively, and their binding ability and assembly behavior were investigated comprehensively by X-ray crystallography, 1H NMR, circular dichroism spectra, and microcalorimetric titration in solution and the solid state. The obtained results revealed that the hydrogen bonds and π-π stacking interactions are crucial factors for the formation of the molecular aggregations containing β-cyclodextrin and dipyridines. The disparity of nitrogen atom position in dipyridines leads not only to the distinct crystal system and space group, i.e., monoclinic system (C2) for 1 and triclinic system (P-1) for 2, but also different binding modes and thermodynamical parameters upon complexation of 2,2′-dipyridine and 4,4′-dipyridine with β-cyclodextrin in aqueous solution.

Original languageEnglish (US)
Pages (from-to)3383-3390
Number of pages8
JournalJournal of Organic Chemistry
Volume69
Issue number10
DOIs
StatePublished - May 14 2004
Externally publishedYes

ASJC Scopus subject areas

  • Organic Chemistry

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