Role of substituents on resonance assisted hydrogen bonding vs. intermolecular hydrogen bonding

CrystEngComm ◽  
2020 ◽  
Vol 22 (4) ◽  
pp. 628-633 ◽  
Author(s):  
Atash V. Gurbanov ◽  
Maxim L. Kuznetsov ◽  
Svetlana D. Demukhamedova ◽  
Irada N. Alieva ◽  
Niftali M. Godjaev ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Electron Donor ◽  
Intermolecular Hydrogen Bonding ◽  
Strong Electron ◽  
Resonance Assisted Hydrogen Bond

Resonance assisted hydrogen bond (RAHB) ring can be weakened/opened by a strong electron-donor (ED) group.

scholarly journals The role of hydrogen bonds in condensed monolayers

1942 ◽  
Vol 179 (979) ◽  
pp. 470-485 ◽  
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Hydrogen Bonds ◽  
Protein Molecule ◽  
Energy Difference ◽  
Detailed Examination ◽  
Intermolecular Hydrogen Bonding ◽  
Head Groups ◽  
Potential Methods

From the behaviour of monolayers of compounds containing the —CO.NH— linkage it is concluded that intermolecular hydrogen bonding can play a major role in determining the properties of condensed monolayers. Such effects, which are well marked in the ureas, amides, acetanilides, unsubstituted and α -amino acids, tend to bring about condensation and solidification, and a marked increase in the half-expansion temperature. A detailed examination of the acetamides has been made in both the expanded and condensed regions by combined force area and surface potential methods. Comparison of the condensed films with those of the analogous acetates, where no such intermolecular hydrogen bonding is possible, shows several striking differences. With the acetamides and ureas the hydrogen bonding has been shown to be quite sensitive to the pH of the substrate, very acid substrates leading to complete liquefaction. The hydrogen bond distances can be calculated and the values so obtained are found to agree quite well with those in the crystal for the same or similar head groups. The free energy difference between the —CO.NH— group when forming hydrogen bonds to water (as in the expanded films), and when cross-linked (as in the low temperature form), is calculated for the acetamides to be about 840 cal./g.mol. Values of the same order can be calculated for the other systems discussed. The importance of such measurements in determining the part played by the hydrogen bond in the protein molecule is pointed out.

Investigation of Hydrogen Bonding Interaction between Bolaform Schiff Bases with Barbituric Acid by HPLC

2011 ◽  
Vol 356-360 ◽  
pp. 48-51
Author(s):  
Qi Tong ◽  
Ti Feng Jiao
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Liquid Chromatography ◽  
Schiff Bases ◽  
Barbituric Acid ◽  
Flexible Structure ◽  
Intermolecular Hydrogen Bonding ◽  
Acid Molecule ◽  
Hydrogen Bonding Interaction ◽  
Bonding Interaction

In order to investigate the intermolecular hydrogen bonding of special amphiphiles, two bolaform amphiphilic Schiff bases (GN1 and GN2) with different hydrophilic spacers were designed, and their interaction with barbituric acid were tested by liquid chromatography. The chromatographic properties showed that both the Schiff bases showed hydrogen bonding interaction with barbituric acid. In addition, the influence of various detectors was also studied on both cases. Experimental results show that the test with FLD showed better determination than other detectors. It is proposed that due to the directionality and strong matching of hydrogen bond, one barbituric acid molecule can be encapsulated into the intramolecular area of GN1, while two barbituric acid molecules were trapped into the GN2 molecule through intermolecular H-bonds for GN2 due to the long spacer and flexible structure. A rational complex mode was proposed.

Hydrogen bond-modulated molecular packing and its applications in high-performance non-doped organic electroluminescence

2020 ◽  
Vol 7 (10) ◽  
pp. 2734-2740
Author(s):  
Yizhong Shi ◽  
Kai Wang ◽  
Youichi Tsuchiya ◽  
Wei Liu ◽  
Takeshi Komino ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
High Performance ◽  
Molecular Packing ◽  
Intermolecular Hydrogen Bonding ◽  
Supramolecular Framework ◽  
Organic Electroluminescence

Suitable intermolecular hydrogen bonding enables the formation of a fixed 3D supramolecular framework and suppresses the exciton nonradiative decays and quenching.

A comparative study on the dynamics of epimeric 1-hydroxymethyl quinolizidines: II. The solvent and concentration dependence of the association properties

1988 ◽  
Vol 66 (9) ◽  
pp. 2166-2171 ◽  
Author(s):  
K. Kulińska ◽  
M. Wiewiórowski
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Intermolecular Hydrogen Bond ◽  
Chloroform Solution ◽  
Weak Acid ◽  
Hydroxyl Group ◽  
Intermolecular Hydrogen Bonding ◽  
Concentrated Solutions ◽  
Electron Pairs ◽  
Solvent Molecules

The homo and heteroassociation patterns of lupinine and epilupinine in different solvents and at various concentrations have been studied. In n-hexane, n-heptane, CCl4, and C2H4Cl2 solvents, lupinine monomers with an intramolecular OH … N hydrogen bond dominate over homoassociates with an OH … O′ intermolecular hydrogen bond even in concentrated solutions. Homoassociation of lupinine by intermolecular OH … N′ hydrogen bonding is observed only in saturated solutions. In chloroform solution any intermolecular homoassociation is effectively blocked because of significant affinity of chloroform molecules acting as a weak acid toward the free electron pairs of the oxygen atom from the hydroxyl group that would be otherwise engaged in intramolecular OH … N hydrogen bonding. Epilupinine in n-hexane, n-heptane, CCl4, C2H4Cl2, and chloroform solutions forms possible homoassociates both by OH … N′ and OH … O′ intermolecular hydrogen bonding. In dioxane-d8, DMSO, and D2O solvents both lupinine and epilupinine form heteroassociates with solvent molecules.

Weak intramolecular and intermolecular hydrogen bonding of benzyl alcohol, 2-phenylethanol and 2-phenylethylamine in the adsorption on graphitized thermal carbon black

2015 ◽  
Vol 17 (37) ◽  
pp. 24282-24293 ◽  
Author(s):  
V. V. Varfolomeeva ◽  
A. V. Terentev
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Carbon Black ◽  
Benzyl Alcohol ◽  
Quantum Chemical Calculations ◽  
Quantum Chemical ◽  
Intermolecular Hydrogen Bonding ◽  
Weak Hydrogen Bond ◽  
Graphitized Thermal Carbon Black ◽  
Flexible Molecules

The present paper discusses the contemporary state of the studies of the weak hydrogen bond contribution to the adsorption of flexible molecules. We formulated the problems which can be solved today only using the NCI method and quantum chemical calculations.

On the role of intermolecular hydrogen bonding in miscible polymer blends

1984 ◽  
Vol 17 (9) ◽  
pp. 1671-1678 ◽  
Author(s):  
E. J. Moskala ◽  
S. E. Howe ◽  
Paul C. Painter ◽  
Michael M. Coleman
Keyword(s):  
Hydrogen Bonding ◽  
Polymer Blends ◽  
Intermolecular Hydrogen Bonding ◽  
Miscible Polymer Blends

scholarly journals Structure Elucidation of N-aryl-2-chloro-3-oxobutanamides with respect to intra- and intermolecular hydrogen bonding

2002 ◽  
Vol 2002 (1) ◽  
pp. 13-14 ◽  
Author(s):  
Petra Frohberg ◽  
Guntram Drutkowski ◽  
Christoph Wagner ◽  
Olaf Lichtenberger
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Solid State ◽  
Structure Elucidation ◽  
Intermolecular Hydrogen Bond ◽  
Carbonyl Oxygen ◽  
Intermolecular Hydrogen Bonding ◽  
Intramolecular Association

In general, N-aryl-2-chloro-3-oxobutanamides form in solid state an intermolecular hydrogen bond between the anilide hydrogen and the anilide carbonyl oxygen of a neighbouring molecule, which is disrupted in solution. An intramolecular association could not be detected.

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