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具有多个氢键侧链和修饰空腔的六(间苯乙炔基)大环:堆叠强度的改变和持久管状组装。

Hexakis(m-phenylene ethynylene) Macrocycles with Multiple H-Bonding Side Chains and Modified Cavities: Altered Stacking Strength and Persistent Tubular Assembly.

机构信息

College of Chemistry, Beijing Normal University , Beijing 100875, China.

National Institute for Food and Drug Control , Beijing 100050, China.

出版信息

Org Lett. 2016 May 6;18(9):2094-7. doi: 10.1021/acs.orglett.6b00718. Epub 2016 Apr 13.

DOI:10.1021/acs.orglett.6b00718
PMID:27074740
Abstract

Hexakis(m-phenylene ethynylene) macrocycles 1 bearing multiple hydrogen-bonding side chains and containing inner cavities modified with different functional groups are synthesized based on Pd-catalyzed (Sonogashira) coupling of monomeric building blocks to trimeric precursors that are recombined and coupled to give macrocycles with different substitution patterns of inward-pointing groups. Examining four representative macrocycles indicates that they all undergo the same helical tubular assembly previously observed for macrocycle 1a but with different stacking strengths.

摘要

基于单体构建块与三聚体前体的 Pd 催化(Sonogashira)偶联,合成了带有多个氢键侧链并含有内部空腔的多取代六(间苯乙炔基)大环 1,这些空腔用不同的官能团进行了修饰。通过对四个代表性大环的研究表明,它们都经历了先前观察到的大环 1a 相同的螺旋管状组装,但堆叠强度不同。

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