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通过巯基-迈克尔加成点击反应构建共价分子胶囊。

Building Covalent Molecular Capsules by Thiol-Michael Addition Click Reaction.

机构信息

Instituto Universitario de Bio-Orgánica "Antonio González" (IUBO), Universidad de La Laguna , Avda. Astrofísico Fco. Sánchez 2 , 38200 La Laguna , Tenerife , Spain.

GIR MIOMeT-IU Cinquima-Química Inorgánica, Facultad de Ciencias, Campus Miguel Delibes , Universidad de Valladolid , 47011 Valladolid , Spain.

出版信息

J Org Chem. 2019 Jan 18;84(2):840-850. doi: 10.1021/acs.joc.8b02677. Epub 2019 Jan 4.

Abstract

The thiol-Michael addition (TMA) is a powerful methodology to click several fragments together, despite having been underestimated in the synthesis of complex systems for supramolecular chemistry. Herein, a very fast and efficient method has been developed to make covalent molecular capsules by taking advantage of the TMA click reaction. Several scaffolds commonly used in supramolecular chemistry, such as calixarenes, CTV, or cavitands, have been used to quickly obtain covalent cages. Additionally, a ' click&click' procedure has been also developed, by sequential combination of TMA and CuAAC click reaction, as an easy and quick way to build complex molecular structures.

摘要

硫醇-Michael 加成(TMA)是一种将多个片段连接在一起的强大方法,尽管在超分子化学的复杂体系合成中被低估了。在此,我们开发了一种非常快速高效的方法,利用 TMA 点击反应来制备共价分子胶囊。我们使用了几种超分子化学中常用的支架,如杯芳烃、CTV 或冠醚,来快速获得共价笼。此外,我们还开发了一种“点击-点击”的方法,通过 TMA 和 CuAAC 点击反应的顺序组合,作为构建复杂分子结构的一种简单快速的方法。

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