Formation of Infinite Grids with Chiral Square Compartments by Self-Assembly of Achiral 1,1'-Biphenyl-2,2',6,6'-tetracarboxylic Acids. Effect of 4,4'-Substitution on the Grid Stacking

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Title:Formation of Infinite Grids with Chiral Square Compartments by Self-Assembly of Achiral 1,1'-Biphenyl-2,2',6,6'-tetracarboxylic Acids. Effect of 4,4'-Substitution on the Grid Stacking
Creators:
Holý, Petr
Závada, Jiří
Zezula, Josef
Císařová, Ivana
Podlaha, Jaroslav
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 66, 5, pp. 820-832
Uncontrolled Keywords:Biaryls, Carboxylic acids, Crystal structure determination, Self assembly, Crystal engineering, Biphenyls, Chiral porous solids, Hydrogen bonds

Abstract

The achiral 1,1'-biphenyl-2,2',6,6'-tetracarboxylic acid as well as its 4,4'-dibromo and 4,4'-dinitro derivative self-assemble in crystal under formation of a two-dimensional grid set up from hydrogen-bonded cyclotetrameric compartments which are individually chiral (D<sub>4</sub> symmetry). The roughly square cavities (<i>ca</i> 5.6 Å) of individual compartments partly accommodate the perpendicularly oriented benzene rings of the neighbouring grid, in dependence on the nature of the 4,4'-substituents. As a consequence, the grids are stacked in a staggered (nonconcatenated) manner. <p>

Title:Formation of Infinite Grids with Chiral Square Compartments by Self-Assembly of Achiral 1,1'-Biphenyl-2,2',6,6'-tetracarboxylic Acids. Effect of 4,4'-Substitution on the Grid Stacking
Creators:
Holý, Petr
Závada, Jiří
Zezula, Josef
Císařová, Ivana
Podlaha, Jaroslav
Uncontrolled Keywords:Biaryls, Carboxylic acids, Crystal structure determination, Self assembly, Crystal engineering, Biphenyls, Chiral porous solids, Hydrogen bonds
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:66
Number:5
Page Range:pp. 820-832
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc20010820UNSPECIFIED
ID Code:1825
Item Type:Article
Deposited On:06 Feb 2009 17:13
Last Modified:06 Feb 2009 16:13

Citation

Holý, Petr; Závada, Jiří; Zezula, Josef; Císařová, Ivana; Podlaha, Jaroslav (2001) Formation of Infinite Grids with Chiral Square Compartments by Self-Assembly of Achiral 1,1'-Biphenyl-2,2',6,6'-tetracarboxylic Acids. Effect of 4,4'-Substitution on the Grid Stacking. Collection of Czechoslovak Chemical Communications, 66 (5). pp. 820-832. ISSN 0010-0765

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