基于环糊精和葫芦[6]脲的可逆二维假聚轮烷

Reversible 2D pseudopolyrotaxanes based on cyclodextrins and cucurbit[6]uril.

作者信息

Liu Yu, Ke Chen-Feng, Zhang Heng-Yi, Wu Wei-Jia, Shi Jun

机构信息

Department of Chemistry, State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, P R China.

出版信息

J Org Chem. 2007 Jan 5;72(1):280-3. doi: 10.1021/jo0617159.

DOI:10.1021/jo0617159

PMID:17194112

Abstract

In this paper, a pseudorotaxane (2) was synthesized by reaction of cucurbit [6]uril with 6-[(6-aminohexyl)amino]-6-deoxy-beta-cyclodextrin chloride. Subsequently, pseudorotaxanes 2 were further assembled to form a 2D pseudopolyrotaxane (3) through an alpha,omega-PPG2000 diamino polymer threading the cavities of cyclodextrins in 2, and the resulting pseudopolyrotaxane was comprehensively characterized by FT-IR, NMR, TG-DTA, elemental analysis, and transmission electron microscopy. Significantly, the 2D pseudopolyrotaxane can turn into a main-chain pseudopolyrotaxane in the presence of base, and then the addition of alpha-cyclodextrins may result in a reversible switch between two different 2D pseudopolyrotaxanes.

摘要

在本文中，通过葫芦[6]脲与6-[(6-氨基己基)氨基]-6-脱氧-β-环糊精氯化物反应合成了一种准轮烷(2)。随后，准轮烷2通过α,ω-聚丙二醇2000二氨基聚合物穿过2中环糊精的空腔进一步组装形成二维准聚轮烷(3)，并通过傅里叶变换红外光谱、核磁共振、热重-差示热分析、元素分析和透射电子显微镜对所得的准聚轮烷进行了全面表征。值得注意的是，二维准聚轮烷在碱存在下可转变为主链准聚轮烷，然后加入α-环糊精可能导致两种不同二维准聚轮烷之间的可逆转换。