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控制轮烷在水中动态组合合成的结构参数。

Structural parameters governing the dynamic combinatorial synthesis of catenanes in water.

机构信息

University Chemical Laboratory, University of Cambridge, Lensfield Road, CB2 1EW, Cambridge, United Kingdom.

出版信息

J Am Chem Soc. 2012 Nov 21;134(46):19129-35. doi: 10.1021/ja3075727. Epub 2012 Nov 12.

DOI:10.1021/ja3075727
PMID:23116117
Abstract

We report the first dynamic combinatorial synthesis in water of an all-acceptor [2]catenane and of different types of donor-acceptor [2] and [3]catenanes. Linking two electron-deficient motifs within one building block using a series of homologous alkyl chains provides efficient and selective access to a variety of catenanes and offers an unprecedented opportunity to explore the parameters that govern their synthesis in water. In this series, catenane assembly is controlled by a fine balance between kinetics and thermodynamics and subtle variations in the building block structure, such as the linker length and building block chirality. A remarkable and unexpected odd-even effect with respect to the number of atoms in the alkyl linker is reported.

摘要

我们首次在水中进行了全受体[2]索烃和不同类型给体-受体[2]和[3]索烃的动态组合合成。在一个构建块中使用一系列同系烷基链连接两个缺电子结构,为获得各种索烃提供了有效且选择性的途径,并为探索控制其在水中合成的参数提供了前所未有的机会。在这个系列中,索烃的组装受动力学和热力学之间的精细平衡以及构建块结构的细微变化(如连接体长度和构建块手性)的控制。报告了关于烷基连接体中原子数量的显著且出乎意料的奇偶效应。

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