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 language | English (US) |
|---|---|
| Pages (from-to) | 3383-3390 |
| Number of pages | 8 |
| Journal | Journal of Organic Chemistry |
| Volume | 69 |
| Issue number | 10 |
| DOIs | |
| State | Published - May 14 2004 |
| Externally published | Yes |
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ASJC Scopus subject areas
- Organic Chemistry
Cite this
Binding Ability and Assembly Behavior of β-Cyclodextrin Complexes with 2,2′-Dipyridine and 4,4′-Dipyridine. / Liu, Yu; Zhao, Yan Li; Zhang, Heng Yi; Yang, En Cui; Guan, Xudong.
In: Journal of Organic Chemistry, Vol. 69, No. 10, 14.05.2004, p. 3383-3390.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Binding Ability and Assembly Behavior of β-Cyclodextrin Complexes with 2,2′-Dipyridine and 4,4′-Dipyridine
AU - Liu, Yu
AU - Zhao, Yan Li
AU - Zhang, Heng Yi
AU - Yang, En Cui
AU - Guan, Xudong
PY - 2004/5/14
Y1 - 2004/5/14
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=2442533897&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=2442533897&partnerID=8YFLogxK
U2 - 10.1021/jo035868x
DO - 10.1021/jo035868x
M3 - Article
C2 - 15132546
AN - SCOPUS:2442533897
VL - 69
SP - 3383
EP - 3390
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
SN - 0022-3263
IS - 10
ER -