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手性氢键八聚体管:自分类和客体诱导的重排。

An Enantiopure Hydrogen-Bonded Octameric Tube: Self-Sorting and Guest-Induced Rearrangement.

机构信息

Department of Organic Chemistry, Vilnius University, Naugarduko 24, 03225 Vilnius (Lithuania).

Department of Chemistry, School of Science, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033 (Japan).

出版信息

Angew Chem Int Ed Engl. 2016 Jan 4;55(1):208-12. doi: 10.1002/anie.201508362. Epub 2015 Nov 5.

DOI:10.1002/anie.201508362
PMID:26537418
Abstract

The assembly of a discrete hydrogen-bonded molecular tube from eight small identical monomers is reported. Tube assembly was accomplished by means of selective heterodimerization between isocytosine and ureidopyrimidinone hydrogen-bonding motifs embedded in an enantiopure bicyclic building block, leading to the selective formation of an octameric supramolecular tube. Upon introduction of a fullerene guest molecule, the octameric tube rearranges into a tetrameric inclusion complex and the hydrogen-bonding mode is switched. The dynamic behavior of the system is further explored in solvent- and guest-responsive self-sorting experiments.

摘要

本文报道了由八个相同的小分子单体组装离散氢键分子管。通过在手性双环砌块中嵌入的异胞嘧啶和脲嘧啶嘧啶酮氢键模体之间的选择性杂二聚化来实现管组装,从而选择性地形成八聚体超分子管。引入富勒烯客体分子后,八聚体管重排为四聚体包络复合物,氢键模式发生切换。进一步在溶剂和客体响应的自组装实验中探索了该体系的动态行为。

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