Author:
Holý Petr,Podlaha Jaroslav,Císařová Ivana,Závada Jiří
Abstract
Self-assembly of three 1,1'-biphenyl-2,2',6,6'-tetracarboxamides 2a-2c differing each from the other by substitution at the amidic nitrogens (R = H, ethyl and 1-(R)-phenylethyl, respectively) was investigated by single crystal X-ray diffraction analysis. It was found that the unsubstituted tetracarboxamide 2a gives rise to infinite hydrogen-bonded 2D network composed from chiral cyclotetrameric squares (D4 symmetry). Such self-assembling pattern is suppressed by alkyl substitution in 2b and 2c, which disfavours formation of intermolecular amide-amide hydrogen bonds.
Publisher
Institute of Organic Chemistry & Biochemistry
Cited by
8 articles.
订阅此论文施引文献
订阅此论文施引文献,注册后可以免费订阅5篇论文的施引文献,订阅后可以查看论文全部施引文献
1. Polynator: a tool to identify and quantitatively evaluate polyhedra and other shapes in crystal structures;Journal of Applied Crystallography;2023-10-20
2. ChemInform Abstract: Self-Assembly of 1,1′-Biphenyl-2,2′,6,6′-tetracarboxamides. Effect of Substitution at the Amidic Nitrogen.;ChemInform;2010-05-23
3. Synthesis and Self-Assembly of 9,9'-Spirobifluorene-2,2',7,7'-tetracarboxylic Acid and Its Tetraamide. Non-Catenated Formation of Achiral Grid Layers with Large Chiral Pores;Collection of Czechoslovak Chemical Communications;2006
4. Crystal structure of 1,1′-biphenyl-2,2′,3,3′-tetracarboxylic and 1,1′-biphenyl-2,2′,3,3′,5,5′,6,6′-octacarboxylic acids: solid-state chiralization and dissociation;Tetrahedron: Asymmetry;2004-11
5. Selector enantioselectivity derived from chromatographic and NMR data;Tetrahedron: Asymmetry;2004-05