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通过自分类过程一锅法合成含三种不同大环的杂[6]轮烷。

One-pot synthesis of hetero[6]rotaxane bearing three different kinds of macrocycle through a self-sorting process.

作者信息

Rao Si-Jia, Zhang Qi, Mei Ju, Ye Xu-Hao, Gao Chuan, Wang Qiao-Chun, Qu Da-Hui, Tian He

机构信息

Key Laboratory for Advanced Materials , Institute of Fine Chemicals , School of Chemistry and Molecular Engineering , East China University of Science and Technology , 130 Meilong Road , Shanghai , 200237 , China . Email:

出版信息

Chem Sci. 2017 Oct 1;8(10):6777-6783. doi: 10.1039/c7sc03232c. Epub 2017 Aug 4.

Abstract

In this article, a six-component self-sorting process that involves three types of crown ether macrocycle and three types of cation guest molecule was carefully and thoroughly investigated. The six components include three kinds of crown ether, namely bis(-phenylene-34-crown-10) (BPP34C10), dibenzo-24-crown-8 (DB24C8) and benzo-21-crown-7 (B21C7), and their corresponding cation guest molecules, namely a 4,4'-bipyridine dication (BPY) and dibenzylammonium (DBA) and benzylalkylammonium (BAA) ions, respectively. Based on this well-established highly selective six-component self-sorting process, a hetero[6]rotaxane bearing three different kinds of crown ether macrocycle was designed and successfully synthesized through a facile and efficient one-pot "click" stoppering strategy. Such work is proposed to be a significant advance in the construction of mechanically interlocked molecules with high structural complexity, as well as a good supplement in the areas of multi-component self-sorting and noncovalent self-assembly.

摘要

在本文中,对一个涉及三种冠醚大环和三种阳离子客体分子的六组分自分类过程进行了细致且全面的研究。这六个组分包括三种冠醚,即双(-亚苯基-34-冠-10)(BPP34C10)、二苯并-24-冠-8(DB24C8)和苯并-21-冠-7(B21C7),以及它们相应的阳离子客体分子,分别为4,4'-联吡啶二价阳离子(BPY)、二苄基铵(DBA)和苄基烷基铵(BAA)离子。基于这一成熟的高选择性六组分自分类过程,通过简便高效的一锅法“点击”封端策略,设计并成功合成了一种带有三种不同冠醚大环的杂[6]轮烷。这项工作被认为是在构建具有高结构复杂性的机械互锁分子方面取得的重大进展,也是在多组分自分类和非共价自组装领域的良好补充。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e920/5643886/efc78fd5b593/c7sc03232c-s1.jpg

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