Hydrogen Bonded Arrays: The Power of Multiple Hydrogen Bonds

2012 ◽  
Vol 134 (4) ◽  
pp. 2094-2099 ◽  
Author(s):  
Alireza Shokri ◽  
Jacob Schmidt ◽  
Xue-Bin Wang ◽  
Steven R. Kass
Keyword(s):  
Hydrogen Bonds ◽  
Multiple Hydrogen Bonds ◽  
Hydrogen Bonded

Controlling the assembly of hydrogen-bonded supramolecular polymers by the strategy of molecular tectonics

2004 ◽  
Vol 76 (7-8) ◽  
pp. 1345-1351 ◽  
Author(s):  
M.-Č. Perron ◽  
F. Monchamp ◽  
Hugues Duval ◽  
Danielle Boils-Boissier ◽  
J. D. Wuest
Keyword(s):  
Hydrogen Bonding ◽  
Hydrogen Bonds ◽  
Supramolecular Polymers ◽  
Molten State ◽  
Complex Molecules ◽  
Molecular Tectonics ◽  
Bifunctional Molecules ◽  
Multiple Hydrogen Bonding ◽  
Multiple Hydrogen Bonds ◽  
Hydrogen Bonded

Studies of how hydrogen bonding can be used to control molecular association continue to yield exciting discoveries in supramolecular chemistry. A simple way to make molecules that associate predictably is to link carefully selected cores to functional groups that form multiple hydrogen bonds according to reliable patterns. Bifunctional molecules constructed according to this strategy can associate to form linear aggregates robust enough to warrant the name supramolecular polymers, even though the bifunctional monomers are joined only by hydrogen bonds. More complex molecules with multiple hydrogen-bonding sites can be devised so that neighbors are held in predetermined positions, giving crystalline solids with predictable architectures and properties not previously seen in other materials. Initial studies of the ability of such compounds to associate in solution and in the molten state suggest that hydrogen-bonded networks can be purposefully designed to create novel par- tially ordered liquid materials, including liquid crystals, gels, and fluids with unusual rheological properties.

Influence of Multiple Hydrogen Bonds on Thermal Expansion Within and Between Two-Dimensional Hydrogen-Bonded Sheets

2019 ◽  
Vol 19 (12) ◽  
pp. 7380-7384
Author(s):  
Xiaodan Ding ◽  
Navkiran Juneja ◽  
Adam W. Crawford ◽  
Eric W. Reinheimer ◽  
Daniel K. Unruh ◽  
...  
Keyword(s):  
Thermal Expansion ◽  
Hydrogen Bonds ◽  
Two Dimensional ◽  
Multiple Hydrogen Bonds ◽  
Hydrogen Bonded

scholarly journals Photocapture of dynamic hydrogen-bonded assemblies

2004 ◽  
Vol 6 (4) ◽  
pp. 185-192 ◽  
Author(s):  
Nathan D. McClenaghan ◽  
Dario M. Bassani
Keyword(s):  
Hydrogen Bonding ◽  
Hydrogen Bonds ◽  
Supramolecular Assemblies ◽  
Topochemical Reaction ◽  
Hydrogen Bonding Interactions ◽  
Recent Advances ◽  
Weak Hydrogen Bonding ◽  
Supramolecular Template ◽  
Multiple Hydrogen Bonds ◽  
Hydrogen Bonded

Recent advances in the continuing study of [2+2] photodimerization reactions in supramolecular, non-covalent systems are presented. The covalent photocapture of small dynamic assemblies which are formed using weak hydrogen-bonding interactions between two different complementary units, barbiturates and melamines, is discussed. One unit serves as a photo-inert supramolecular template capable of bringing two photoactive units together using multiple hydrogen-bonds. The second type of unit unites the corresponding, complementary hydrogen-bonding motif with a photoactive unit. Irradiation of the supramolecular assemblies leads to photodimerization of adjacent units and generation of an imprinted site for the template. Moieties which are adapted to participate in photodimerization reactions are styrene, cinnamate, stilbene and fullerene units. The results are interpreted on the basis of topochemical reaction control.

The supramolecular architecture of tris(naphthalene-1,5-diaminium) bis(5-aminonaphthalen-1-aminium) octakis[hydrogen (5-carboxypyridin-3-yl)phosphonate]

2012 ◽  
Vol 68 (9) ◽  
pp. o351-o354 ◽  
Author(s):  
Magdalena Wilk ◽  
Jan Janczak ◽  
Veneta Videnova-Adrabinska
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bonds ◽  
Title Compound ◽  
Three Dimensional ◽  
Inversion Symmetry ◽  
Supramolecular Architecture ◽  
Asymmetric Unit ◽  
One Dimensional ◽  
Multiple Hydrogen Bonds ◽  
Hydrogen Bonded

The asymmetric unit of the title compound, 3C10H12N22+·2C10H11N2+·8C6H5NO5P−, contains one and a half naphthalene-1,5-diaminium cations, in which the half-molecule has inversion symmetry, one 5-aminonaphthalen-1-aminium cation and four hydrogen (5-carboxypyridin-3-yl)phosphonate anions. The crystal structure is layered and consists of hydrogen-bonded anionic monolayers between which the cations are arranged. The acid monoanions are organized into one-dimensional chains along the [101] directionviahydrogen bonds established between the phosphonate sites. (C)O—H...Npyhydrogen bonds (py is pyridine) crosslink the chains to form an undulating (010) monolayer. The cations serve both to balance the charge of the anionic network and to connect neighbouring layersviamultiple hydrogen bonds to form a three-dimensional supramolecular architecture.

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.

Relevance of hydrogen bonded associates on the transport properties and nanoscale dynamics of liquid and supercooled 2-propanol

2021 ◽  
Author(s):  
Yanqin Zhai ◽  
Peng Luo ◽  
Michihiro Nagao ◽  
Kenji Nakajima ◽  
Tatsuya Kikuchi ◽  
...  
Keyword(s):  
Hydrogen Bonds ◽  
Transport Properties ◽  
Structural Relaxation ◽  
Model System ◽  
Mesoscale Structures ◽  
Nanoscale Dynamics ◽  
Hydrogen Bonded

2-propanol was investigated, in both the liquid and supercooled states, as a model system to study how hydrogen bonds affect the structural relaxation and the dynamics of mesoscale structures, of...

scholarly journals Spectroscopic, X-ray Diffraction and Density Functional Theory Study of Intra- and Intermolecular Hydrogen Bonds in Ortho-(4-tolylsulfonamido)benzamides

Molecules ◽  
2021 ◽  
Vol 26 (4) ◽  
pp. 926
Author(s):  
Malose J. Mphahlele ◽  
Eugene E. Onwu ◽  
Marole M. Maluleka
Keyword(s):  
Density Functional Theory ◽  
Solid State ◽  
Hydrogen Bonds ◽  
Density Functional ◽  
Tetrahedral Geometry ◽  
Hindered Rotation ◽  
Hydrogen Bond Acceptor ◽  
Functional Theory ◽  
Vis Spectroscopy ◽  
Hydrogen Bonded

The conformations of the title compounds were determined in solution (NMR and UV-Vis spectroscopy) and in the solid state (FT-IR and XRD), complemented with density functional theory (DFT) in the gas phase. The nonequivalence of the amide protons of these compounds due to the hindered rotation of the C(O)–NH2 single bond resulted in two distinct resonances of different chemical shift values in the aromatic region of their 1H-NMR spectra. Intramolecular hydrogen bonding interactions between the carbonyl oxygen and the sulfonamide hydrogen atom were observed in the solution phase and solid state. XRD confirmed the ability of the amide moiety of this class of compounds to function as a hydrogen bond acceptor to form a six-membered hydrogen bonded ring and a donor simultaneously to form intermolecular hydrogen bonded complexes of the type N–H···O=S. The distorted tetrahedral geometry of the sulfur atom resulted in a deviation of the sulfonamide moiety from co-planarity of the anthranilamide scaffold, and this geometry enabled oxygen atoms to form hydrogen bonds in higher dimensions.

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