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基于双官能化柱[4]芳烃[1]醌和双咪唑鎓阳离子的阴离子响应性准[3]轮烷

Anion-Responsive Pseudo[3]rotaxane from a Difunctionalized Pillar[4]arene[1]quinone and a Bis-Imidazolium Cation.

作者信息

Kiruthika Jeyavelraman, Srividhya Sankar, Arunachalam Murugan

机构信息

Department of Chemistry, The Gandhigram Rural Institute (Deemed to be University), Gandhigram, Tamil Nadu, India 624 302.

出版信息

Org Lett. 2020 Oct 16;22(20):7831-7836. doi: 10.1021/acs.orglett.0c02710. Epub 2020 Oct 2.

DOI:10.1021/acs.orglett.0c02710
PMID:33006282
Abstract

Synthesis of a new functionalized pillar[4]arene[1]quinone and its host-guest complexation with a bis-imidazolium dication was demonstrated. 1D/2D NMR spectroscopic analyses and high-resolution mass spectrometric analyses showed the formation of the pseudo[3]rotaxane assembly upon host-guest complexation. H NMR titration experiments revealed the role of hydrogen bonding motifs in bringing positive cooperativity by comparing the binding constants for the host-guest complexation of pillar[4]arene[1]quinone with a bis-imidazolium guest. Anion-responsiveness of the pseudo[3]rotaxane assembly was also demonstrated.

摘要

已证实一种新型功能化柱[4]芳烃[1]醌的合成及其与双咪唑鎓二价阳离子的主客体络合作用。一维/二维核磁共振光谱分析和高分辨率质谱分析表明,主客体络合后形成了准[3]轮烷组装体。氢核磁共振滴定实验通过比较柱[4]芳烃[1]醌与双咪唑鎓客体的主客体络合结合常数,揭示了氢键基序在产生正协同性方面的作用。还证明了准[3]轮烷组装体的阴离子响应性。

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