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热力学模板大环化反应:利用定制客体增强棱柱[5]芳烃的合成

Thermodynamically Templated Macrocyclizations: Enhancing the Synthesis of Prism[5]arenes with Tailor-Made Guests.

作者信息

Del Regno Rocco, Palmieri Anna, Della Sala Paolo, Talotta Carmen, De Rosa Margherita, Campanile Giuseppa, Argenio Claudia, Gaeta Carmine

机构信息

Laboratory of Supramolecular Chemistry, Dipartimento di Chimica e Biologia "A. Zambelli", Università di Salerno, Via Giovanni Paolo II 132, I-84084 Fisciano, Salerno, Italy.

出版信息

Org Lett. 2024 Oct 4;26(39):8228-8232. doi: 10.1021/acs.orglett.4c02590. Epub 2024 Aug 19.

Abstract

The macrocyclization of 2,6-dialkoxynaphthalene monomers to prism[5]arenes is thermodynamically templated by DABCO cations. In this study, we demonstrate that a greater template affinity for prism[5]arene improves the macrocyclization yield. By using novel templating cations, the yield of alkoxy-prism[5]arenes increases significantly compared with those of previously reported procedures, while the purification process becomes easier and faster.

摘要

2,6-二烷氧基萘单体向五棱柱芳烃的大环化反应是由三乙烯二胺阳离子进行热力学模板化的。在本研究中,我们证明对五棱柱芳烃具有更高的模板亲和力可提高大环化产率。通过使用新型模板阳离子,与先前报道的方法相比,烷氧基五棱柱芳烃的产率显著提高,同时纯化过程变得更简便、更快速。

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