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特罗格碱嵌入的柱芳烃——兼具固定手性和构象手性的大环化合物。

Tröger's Base-Embedded Pillararenes─Macrocycles with Both Fixed and Conformational Chirality.

作者信息

Shi Conghao, Li Heng, Xie Wang, Wang Ranran, Wang Xiaoqi, Lu Xiancai, Lin Chen, Jiang Juli, Wang Leyong

机构信息

Key Laboratory of Mesoscopic Chemistry of MOE, Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023, China.

School of History, Nanjing University, Nanjing 210023, China.

出版信息

Org Lett. 2024 Aug 16;26(32):6910-6914. doi: 10.1021/acs.orglett.4c02572. Epub 2024 Aug 7.

Abstract

Tröger's base-embedded pillararenes (), which combine Tröger's base () with dialkoxybenzene units, were prepared via a fragment-coupling macrocyclization strategy. The unit in macrocycle provides a fixed chiral source, while 1,4-alkoxybenzene segments flip quickly to change their arrangement, which could provide reversible conformational chirality for those macrocycles. This rare example of macrocycles holding both fixed and conformational chirality lays a good foundation for expanding pillararenes using the fixed chiral source.

摘要

将特罗格碱()与二烷氧基苯单元相结合的特罗格碱嵌入柱芳烃(),是通过片段偶联大环化策略制备的。大环中的单元提供了一个固定的手性源,而1,4 - 烷氧基苯片段会快速翻转以改变其排列方式,这可为那些大环提供可逆的构象手性。这种同时具有固定手性和构象手性的大环的罕见例子,为利用固定手性源扩展柱芳烃奠定了良好的基础。

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