Selection between pinching-type and supramolecular polymer-type complexes by α-cyclodextrin-β-cyclodextrin hetero-dimer and hetero-cinnamamide guest dimers

被引：30

作者：

Takahashi, Hirokazu ^{[1
]}

Takashima, Yoshinori ^{[1
]}

Yamaguchi, Hiroyasu ^{[1
]}

Harada, Akira ^{[1
]}

机构：

[1] Osaka Univ, Grad Sch Sci, Dept Macromol Sci, Suita, Osaka 5600043, Japan

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2006年 / 71卷 / 13期

关键词：

D O I：

10.1021/jo0604686

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Novel supramolecular complexes have been prepared from an alpha-cyclodextrin-beta-cyclodextrin heterodimer (alpha-CD-beta-CD hetero-dimer) and hetero-cinnamamide guest dimers, G-t-Boc and G-NH2, having adamantyl groups in aqueous solutions. On addition of the competitive guest, the supramolecular structure formed by a mixture of the alpha-CD-beta-CD hetero-dimer and G-t-Boc was found to be different from that of a mixture of the alpha-CD-beta-CD hetero-dimer and G-NH2 by the H-1 NMR spectroscopy, the ROESY NMR spectroscopy, and the circular dichroism spectroscopy. The size of the supramolecular complex from the mixture of the alpha-CD-beta-CD hetero-dimer and G-NH2 is larger than that from the mixture of the alpha-CD-beta-CD hetero-dimer and G-t-Boc, which was proved by the pulse field gradient spin-echo NMR and the atomic force microscopy. These results suggest that the mixture of the alpha-CD-beta-CD hetero-dimer and G-t-Boc formed a pinching-type complex, and the mixture of the alpha-CD-beta-CD hetero-dimer and G-NH2 formed a supramolecular polymer-type complex.

引用

页码：4878 / 4883

页数：6

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