N-Centered Chiral Self-Sorting and Supramolecular Helix of Troger's Base-Based Dimeric Macrocycles in Crystalline State

被引：14

作者：

Chen, Yuan ^{[1
]}

Cheng, Ming ^{[1
]}

Hong, Benkun ^{[1
]}

Zhao, Qian ^{[1
]}

Qian, Cheng ^{[1
]}

Jiang, Juli ^{[1
]}

Li, Shuhua ^{[1
]}

Lin, Chen ^{[1
]}

Wang, Leyong ^{[1
,2
]}

机构：

[1] Nanjing Univ, Sch Chem & Chem Engn, Jiangsu Key Lab Adv Organ Mat, Key Lab Mesoscop Chem,MOE, Nanjing, Jiangsu, Peoples R China

[2] Changzhou Univ, Sch Petrochem Engn, Changzhou, Peoples R China

来源：

FRONTIERS IN CHEMISTRY | 2019年 / 7卷

基金：

中国国家自然科学基金;

关键词：

troger's base; chiral self-sorting; supramolecular helix; gas adsorption; N-centered chirality; POLYMER;

D O I：

10.3389/fchem.2019.00383

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Three stereoisomers of Troger's Base-based dimeric macrocycles Trogerophane 1 (T1) including one pair of enantiomers (rac-T1) and one meso isomer (R2NS2N-T1) were obtained and fully characterized by X-ray analysis. In the crystalline stacking state R2NS2N-T1 showed heterochiral self-sorting behavior along a axis with cofacial pi-pi stacking interactions, while rac-T1 showed heterochiral self-sorting behavior along c axis with slipped pi-pi stacking interactions, respectively. Meanwhile both of them showed homochiral self-sorting behavior along b axis as well as one pair of supramolecular helixes were formed in both cases. All the self-sorting behaviors are controlled by two chiral Troger's Base units from neighboring molecules. To the best of our knowledge, such chiral self-sorting and supramolecular helixes of N-centered chiral superstructures is a rare example. In addition, R2NS2N-T1 and rac-T1 demonstrated different adsorption capacities toward the vapor of dichloromethane and acetone, respectively.

引用

页数：7

共 32 条

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