2-Acylamino-6-pyridones: Breaking of an Intramolecular Hydrogen Bond by Self-association and Complexation with Double and Triple Hydrogen Bonding Counterparts. Uncommon Steric Effect on Intermolecular Interactions

2012 ◽  
Vol 77 (4) ◽  
pp. 1653-1662 ◽  
Author(s):  
Borys Ośmiałowski ◽  
Erkki Kolehmainen ◽  
Magdalena Kowalska
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Intermolecular Interactions ◽  
Intramolecular Hydrogen Bond ◽  
Steric Effect ◽  
Self Association ◽  
Intramolecular Hydrogen

Competing Intramolecular Hydrogen Bond Strengths and Intermolecular Interactions in the 4-Aminobutanol–Water Complex

2018 ◽  
Vol 122 (43) ◽  
pp. 8505-8510 ◽  
Author(s):  
Jenna A. Hohl ◽  
Michael W. Harris ◽  
Nina Strasser ◽  
Anne-Marie Kelterer ◽  
Richard J. Lavrich
Keyword(s):  
Hydrogen Bond ◽  
Intermolecular Interactions ◽  
Intramolecular Hydrogen Bond ◽  
Water Complex ◽  
Bond Strengths ◽  
Intramolecular Hydrogen

THE STUDY OF HYDROGEN BONDING AND RELATED PHENOMENA BY SPECTROSCOPIC METHODS: PART VIII. THE ULTRAVIOLET AND INFRARED SPECTRA OF SOME 2,4-DINITRODIPHENYLAMINES

1964 ◽  
Vol 42 (12) ◽  
pp. 2674-2683 ◽  
Author(s):  
A. Balasubramanian ◽  
J. B. Capindale ◽  
W. F. Forbes
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Spectral Data ◽  
Intramolecular Hydrogen Bond ◽  
Infrared Spectra ◽  
Positive Charge ◽  
Spectroscopic Methods ◽  
Amino Group ◽  
Strong Type ◽  
Intramolecular Hydrogen

The ultraviolet spectra of a number of 2,4-dinitrodiphenylamines suggest that these compounds are generally non-planar in a number of different solvents. The infrared and ultraviolet spectral data in different solvents also suggest that an intramolecular hydrogen bond is present in these molecules, at least in inert solvents. There is evidence that a p-nitro substituent is necessary to increase the positive charge on the amino group sufficiently to permit it to form this fairly strong type of hydrogen bond.

Intra- and inter-molecular hydrogen bonding in diphytanylglycerol phospholipids: an infrared spectroscopic investigation

1990 ◽  
Vol 68 (1) ◽  
pp. 266-273 ◽  
Author(s):  
L. C. Stewart ◽  
M. Kates ◽  
P. W. Yang ◽  
H. H. Mantsch
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Hydrogen Bonds ◽  
Intramolecular Hydrogen Bond ◽  
Membrane Lipids ◽  
Head Group ◽  
Exact Nature ◽  
Oh Groups ◽  
Intramolecular Hydrogen ◽  
Phosphate Groups

A series of diphytanylglycerol phospholipids, i.e., diphytanylglycerol phosphate (PA), diphytanylglycerol phosphoglycerophosphate (PGP), the tri- and tetra-methyl derivatives of PGP, and the 2-deoxyglycerol analogue of PGP (dPGP) were studied by Fourier transform infrared spectroscopy. The use of the "deoxy" and methylated analogues of PGP, as well as that of PA and PGP of varying degrees of ionization, allowed the assignment of characteristic infrared bands associated with the phosphate groups. Analysis of these phosphate bands showed that at neutral pH, each of the two phosphate moieties in PGP is singly ionized, whereas in dPGP the phosphomonoester is doubly ionized. This is a consequence of the marked increase in the pK of one of the P-OH groups on the terminal phosphate of PGP (pK > 11), owing to the formation of an intramolecular hydrogen bond between the head group glycerol hydroxyl and the phosphate groups of PGP. Such an intramolecular hydrogen bond can not be formed by the dPGP analogue, and thus both negative charges in dPGP are located at the terminal phosphomonoester group. The O=P—OH groups of PGP also forms a network of intermolecular hydrogen bonds, the exact nature of which depends on concentration and degree of ionization. The possibility of a complex network of hydrogen bonds within (intramolecular) and between (intermolecular) anionic membrane lipids such as that found in PGP, is consistent with the hypothesis that these lipids function as proton-conducting pathways in membranes.Key words: phospholipids, infrared, hydrogen bonding, phosphatidylglycerophosphate, 2-deoxyphosphatidylglycerophosphate.

scholarly journals Crystal structure of N-(diphenylphosphoryl)-2-methoxybenzamide

2019 ◽  
Vol 75 (7) ◽  
pp. 939-941
Author(s):  
Victor A. Trush ◽  
Nataliia S. Kariaka ◽  
Viktoriya V. Dyakonenko ◽  
Svitlana V. Shishkina ◽  
Vladimir M. Amirkhanov
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bond ◽  
Metal Ions ◽  
Intermolecular Interactions ◽  
Intramolecular Hydrogen Bond ◽  
Title Compound ◽  
Π Interactions ◽  
Compound C ◽  
Bidentate Chelate ◽  
Intramolecular Hydrogen

In the title compound, C20H18NO3P, the C=O and P=O groups of the carbacylamidophosphate (CAPh) fragments are located in a synclinal position relative to each other and are pre-organized for bidentate chelate coordination of metal ions. The N—H group is involved in the formation of an intramolecular hydrogen bond. In the crystal, molecules do not form strong intermolecular interactions but the molecules are linked via weak C—H...π interactions, forming chains along [001].

Hydrogen bonding, configuration and conformation of substituted α-oxo oximes and hydrazones

1979 ◽  
Vol 44 (8) ◽  
pp. 2494-2506 ◽  
Author(s):  
Otto Exner ◽  
Jorga Smolíková ◽  
Václav Jehlička ◽  
Ahmad S. Shawali
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Carbonyl Group ◽  
Intramolecular Hydrogen Bond ◽  
Benzene Solution ◽  
Dipole Moments ◽  
H Nmr ◽  
Intramolecular Hydrogen ◽  
Derivatives Of ◽  
Configuration And Conformation

Substituted 2-bromo-1-phenylglyoxal 2-phenylhydrazones IIIa-f exist in tetrachloromethane or benzene solutions prevailingly in E-configuration and in conformation A with an intramolecular hydrogen bond. The latter was evidenced by the N-H valence frequency at 3 290 cm-1 and by 1H NMR shifts with reference to derivatives without a carbonyl group - α-chlorobenzaldehyde phenylhydrazones V. From dipole moments of IIIa-d, measured in benzene solution, the contribution of the hydrogen bond (μH) was evaluated to 17 . 10-30 C m. This quantity is twice larger than in any other reported compound but the direction of the vector is as usual: approximately from H to N. In structurally similar derivatives of hydroxylamine, substituted 2-phenylglyoxylhydroximoyl chlorides IVa-d, no intramolecular hydrogen bond was detected; the dipole moments found were interpreted in terms of the Z-configuration and the prevailing conformation G.

Guest control of a hydrogen bond-catalysed molecular rotor

2017 ◽  
Vol 53 (92) ◽  
pp. 12469-12472 ◽  
Author(s):  
Gregory T. Rushton ◽  
Erik C. Vik ◽  
William G. Burns ◽  
Roger D. Rasberry ◽  
Ken D. Shimizu
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Intramolecular Hydrogen Bond ◽  
Molecular Rotor ◽  
Intramolecular Hydrogen

A molecular rotor is slowed by a hydrogen bonding guest that disrupts an intramolecular hydrogen bond, thus accelerating the rate of rotation.

scholarly journals Separation of planar rotamers through intramolecular hydrogen bonding in polysubstituted 5-nitrosopyrimidines

2014 ◽  
Vol 50 (94) ◽  
pp. 14892-14895 ◽  
Author(s):  
L. Čechová ◽  
E. Procházková ◽  
I. Císařová ◽  
M. Dračínský ◽  
Z. Janeba
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Intramolecular Hydrogen Bond ◽  
Chemical Species ◽  
Intramolecular Hydrogen Bonding ◽  
Nitroso Group ◽  
Group Orientation ◽  
Intramolecular Hydrogen

Unique isolation of pairs of planar rotamers, planamers, as chemical species differing only in nitroso group orientation, separable through the presence of a single intramolecular hydrogen bond, is reported.

Effects of the intramolecular hydrogen bond on intermolecular hydrogen bonding in hydroxybenzene-ether systems

1973 ◽  
Vol 77 (26) ◽  
pp. 3103-3106 ◽  
Author(s):  
J. N. Spencer ◽  
R. A. Heckman ◽  
R. S. Harner ◽  
S. L. Shoop ◽  
K. S. Robertson
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Intramolecular Hydrogen Bond ◽  
Intermolecular Hydrogen Bonding ◽  
Intramolecular Hydrogen
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