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

2001 ◽  
Vol 66 (5) ◽  
pp. 820-832 ◽  
Author(s):  
Petr Holý ◽  
Jiří Závada ◽  
Josef Zezula ◽  
Ivana Císařová ◽  
Jaroslav Podlaha
Keyword(s):  
Self Assembly ◽  
Two Dimensional ◽  
Tetracarboxylic Acid ◽  
Benzene Rings ◽  
Dinitro Derivative ◽  
Set Up ◽  
Infinite Grids ◽  
Hydrogen Bonded

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 (D4 symmetry). The roughly square cavities (ca 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.

scholarly journals Supramolecular Hydrogen Bonded 3D Molecular Self Assembly Constructed from [(Co (nicotinamide)2(thiocyanate)2(H2O)2] Complex Showing Anti-ferromagnetic Character

2014 ◽  
Vol 10 (6) ◽  
pp. 2864-2874
Author(s):  
Deepanjali Pandey ◽  
Shahid S.Narvi ◽  
Siddhartha Chaudhuri
Keyword(s):  
Self Assembly ◽  
Three Dimensional ◽  
Two Dimensional ◽  
X Ray Diffraction ◽  
Spin Orbital ◽  
Space Group ◽  
X Ray ◽  
Susceptibility Data ◽  
Ferromagnetic Character ◽  
Hydrogen Bonded

A new three dimensional hydrogen bonded cobalt frame work from [Co(nicotinamide)2(thiocyanate)2(H2O)2] was synthesized and characterized by X-ray diffraction, magnetism ,TGA and IR spectroscopy. The compound crystallizes in Triclinic space group P-1 with a = 7.5475(19), b = 8.054(2), c =8.932(2). Alpha=73.347(4), beta=70.067(4), gamma=66.559(4) with space group P-1 Z = 1, 'C14 H16 N6 Co O4 S2', Mr =455.38, F(000) = 233 and μ(MoKα) =0.71073 mm-1. The final R = 0.0497 and wR = 0.1461 for 4185 observed reflections with I > 2σ(I) and R = 0.0721 and wR = 0.1619 for all data. X-ray diffraction analyses revealed that Co(1) is linked by the nicotinamide ligands to form the ladder shape along the c axis, which is further extended into two-dimensional networks via the joint of Co(2) along the a axis. Moreover, these two dimensional motifs are interconnected by the thiocyanate S...H bridges to form a complicated 3-D polymeric framework. The magnetic susceptibility data at 1000Oe external field in the temperature range 2-300 K obeys the Curie-Weiss law, giving θ = -24.12 K and C =2.43  thus indicating a dominant strong antiferromagnetic interaction and/or spin orbital coupling between the Co (II) ions. 

Two-dimensional hydrogen-bonded supramolecular networks in the compounds of benzene-1,2,4,5-tetracarboxylic acid (pyromellitic acid) with 2,2′-biimidazole and 4,4′-dimethyl-2,2′-bipyridine

2013 ◽  
Vol 69 (12) ◽  
pp. 1537-1540
Author(s):  
Kai-Long Zhong
Keyword(s):  
Hydrogen Bonding ◽  
Ion Pairs ◽  
Two Dimensional ◽  
Tetracarboxylic Acid ◽  
Pyromellitic Acid ◽  
One Dimensional ◽  
Proton Transfer Reactions ◽  
Pyridinium Cations ◽  
Supramolecular Networks ◽  
Hydrogen Bonded

Two products from the proton-transfer reactions of benzene-1,2,4,5-tetracarboxylic acid (pyromellitic acid, PMA) with 2,2′-biimidazole and 4,4′-dimethyl-2,2′-bipyridine, namely 2,2′-biimidazole-3,3′-diium 2,5-dicarboxybenzene-1,4-dicarboxylate, C6H8N42+,C10H4O82−, (I), and 4-methyl-2-(4-methylpyridin-2-yl)pyridinium 2,4,5-tricarboxybenzoate monohydrate, C12H13N2+·C10H5O8−·H2O, (II), have been prepared and their structures determined. Both compounds crystallize in the space groupP\overline{1}. The asymmetric unit of (I) is composed of two independent ion pairs. Both the 2,2′-biimidazole-3,3′-diium dication and the PMA2−anion are located on special positions (inversion centres). The protonated 2,2′-biimidazole-3,3′-diium ring H atoms are involved in hydrogen bonding with carboxylate O atoms to form one-dimensional hydrogen-bonded chain structures. Adjacent chains are further linkedviacarboxyl–carboxyl O—H...O hydrogen bonding, resulting in a two-dimensional supramolecular sheet with theR65(34) motif extending in the (1\overline{2}1) plane. In (II), classical O—H...O hydrogen-bond-linked anion–anion units are extended into a one-dimensional chain running parallel to the [100] direction, giving anR22(8)R44(30) motif. The chains are connected by water–carboxyl O—H...O hydrogen bonds to form a two-dimensional network parallel to the (01\overline{1}) plane. The 4-methyl-2-(4-methylpyridin-2-yl)pyridinium cations lie between the two-dimensional supramolecular layers linkedviaN—H...O hydrogen-bonding interactions.

scholarly journals Monolayer Nanosheets Formed by Liquid Exfoliation of Charge-as-Sisted Hydrogen-Bonded Frameworks

2020 ◽  
Author(s):  
Josh Nicks ◽  
Stephanie Boer ◽  
Nicholas White ◽  
jonathan Foster
Keyword(s):  
Self Assembly ◽  
Organic Dye ◽  
The Self ◽  
Two Dimensional ◽  
Free Standing ◽  
Liquid Exfoliation ◽  
New Family ◽  
Two Dimensional Materials ◽  
Ultrasound Assisted ◽  
Hydrogen Bonded

Hydrogen-bonded organic frameworks (HOFs) are a diverse and tunable class of materials, but their potential as free-standing two-dimensional nanomaterials has yet to be explored. Here we report the self-assembly of two layered hydrogen-bonded frameworks based on strong, charge-assisted hydrogen-bonding between carboxylate and amidinium groups. Ultrasound-assisted liquid exfoliation of both materials readily produces monolayer hydrogen-bonded organic nanosheets (HONs) with micron-sized lateral dimensions. The HONs show remarkable stability and maintain their extended crystallinity and monolayer structures even after being suspended in water at 80 °C for three days. These systems also exhibit efficient fluorescence quenching of an organic dye in organic solvents, superior to the quenching ability of the bulk frameworks. We anticipate that this approach will provide a route towards a diverse new family of molecular two-dimensional materials with great potential for use in separation, sensing, catalysis, delivery, and electronics materials applications.

scholarly journals Monolayer Nanosheets Formed by Liquid Exfoliation of Charge-as-Sisted Hydrogen-Bonded Frameworks

2020 ◽  
Author(s):  
Josh Nicks ◽  
Stephanie Boer ◽  
Nicholas White ◽  
jonathan Foster
Keyword(s):  
Self Assembly ◽  
Organic Dye ◽  
The Self ◽  
Two Dimensional ◽  
Free Standing ◽  
Liquid Exfoliation ◽  
New Family ◽  
Two Dimensional Materials ◽  
Ultrasound Assisted ◽  
Hydrogen Bonded

Hydrogen-bonded organic frameworks (HOFs) are a diverse and tunable class of materials, but their potential as free-standing two-dimensional nanomaterials has yet to be explored. Here we report the self-assembly of two layered hydrogen-bonded frameworks based on strong, charge-assisted hydrogen-bonding between carboxylate and amidinium groups. Ultrasound-assisted liquid exfoliation of both materials readily produces monolayer hydrogen-bonded organic nanosheets (HONs) with micron-sized lateral dimensions. The HONs show remarkable stability and maintain their extended crystallinity and monolayer structures even after being suspended in water at 80 °C for three days. These systems also exhibit efficient fluorescence quenching of an organic dye in organic solvents, superior to the quenching ability of the bulk frameworks. We anticipate that this approach will provide a route towards a diverse new family of molecular two-dimensional materials with great potential for use in separation, sensing, catalysis, delivery, and electronics materials applications.

Self-assembly of hydrogen-bonded two-dimensional quasicrystals

Nature ◽  
2014 ◽  
Vol 507 (7490) ◽  
pp. 86-89 ◽  
Author(s):  
Natalie A. Wasio ◽  
Rebecca C. Quardokus ◽  
Ryan P. Forrest ◽  
Craig S. Lent ◽  
Steven A. Corcelli ◽  
...  
Keyword(s):  
Self Assembly ◽  
Two Dimensional ◽  
Hydrogen Bonded

Self-assembly of cavitand tetracarboxylic acid: highly porous packing structure of one-dimensional hydrogen-bonded network

1999 ◽  
Vol 40 (50) ◽  
pp. 8883-8886 ◽  
Author(s):  
Kenji Kobayashi ◽  
Toshiaki Shirasaka ◽  
Ernst Horn ◽  
Naomichi Furukawa
Keyword(s):  
Self Assembly ◽  
Tetracarboxylic Acid ◽  
One Dimensional ◽  
Packing Structure ◽  
Highly Porous ◽  
Hydrogen Bonded

Two-Dimensional Self-Assembly into Multicomponent Hydrogen-Bonded Nanostructures

Nano Letters ◽  
2005 ◽  
Vol 5 (1) ◽  
pp. 77-81 ◽  
Author(s):  
Steven De Feyter ◽  
Atsushi Miura ◽  
Sheng Yao ◽  
Zhijian Chen ◽  
Frank Würthner ◽  
...  
Keyword(s):  
Self Assembly ◽  
Two Dimensional ◽  
Hydrogen Bonded

scholarly journals Synthesis of microporous hydrogen-bonded supramolecular organic frameworks through guanosine self-assembly

2021 ◽  
pp. 100519
Author(s):  
Ying He ◽  
Yanbin Zhang ◽  
Mengjia Liu ◽  
Kai Zhao ◽  
Chuan Shan ◽  
...  
Keyword(s):  
Self Assembly ◽  
Hydrogen Bonded

scholarly journals Taming nitroformate through encapsulation with nitrogen-rich hydrogen-bonded organic frameworks

2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Jichuan Zhang ◽  
Yongan Feng ◽  
Richard J. Staples ◽  
Jiaheng Zhang ◽  
Jean’ne M. Shreeve
Keyword(s):  
Thermal Stability ◽  
Hydrogen Bonds ◽  
Self Assembly ◽  
Energetic Materials ◽  
Decomposition Temperature ◽  
High Oxygen Content ◽  
The Poor ◽  
Simple Preparation ◽  
First Time ◽  
Hydrogen Bonded

AbstractOwing to its simple preparation and high oxygen content, nitroformate [−C(NO2)3, NF] is an extremely attractive oxidant component for propellants and explosives. However, the poor thermostability of NF-based derivatives has been an unconquerable barrier for more than 150 years, thus hindering its application. In this study, the first example of a nitrogen-rich hydrogen-bonded organic framework (HOF-NF) is designed and constructed through self-assembly in energetic materials, in which NF anions are trapped in pores of the resulting framework via the dual force of ionic and hydrogen bonds from the strengthened framework. These factors lead to the decomposition temperature of the resulting HOF-NF moiety being 200 °C, which exceeds the challenge of thermal stability over 180 °C for the first time among NF-based compounds. A large number of NF-based compounds with high stabilities and excellent properties can be designed and synthesized on the basis of this work.

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