GIAO, DFT, AIM and NBO analysis of the NH···O intramolecular hydrogen-bond influence on the 1 J (N,H) coupling constant in push-pull diaminoenones

2010 ◽  
Vol 48 (9) ◽  
pp. 661-670 ◽  
Author(s):  
Andrei V. Afonin ◽  
Igor A. Ushakov ◽  
Alexander V. Vashchenko ◽  
Evgeniy V. Kondrashov ◽  
Alexander Yu. Rulev
Keyword(s):  
Hydrogen Bond ◽  
Intramolecular Hydrogen Bond ◽  
Nbo Analysis ◽  
Coupling Constant ◽  
Intramolecular Hydrogen ◽  
Aim And Nbo

scholarly journals Computational evidence for intramolecular hydrogen bonding and nonbonding X···O interactions in 2'-haloflavonols

2012 ◽  
Vol 8 ◽  
pp. 112-117 ◽  
Author(s):  
Tânia A O Fonseca ◽  
Matheus P Freitas ◽  
Rodrigo A Cormanich ◽  
Teodorico C Ramalho ◽  
Cláudio F Tormena ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Quantum Theory ◽  
Intramolecular Hydrogen Bond ◽  
Natural Bond Orbital ◽  
Intramolecular Hydrogen Bonding ◽  
Nbo Analysis ◽  
Conformational Isomerism ◽  
Intramolecular Hydrogen ◽  
Stereoelectronic Interactions

The conformational isomerism and stereoelectronic interactions present in 2'-haloflavonols were computationally analyzed. On the basis of the quantum theory of atoms in molecules (QTAIM) and natural bond orbital (NBO) analysis, the conformer stabilities of 2'-haloflavonols were found to be dictated mainly by a C=O···H–O intramolecular hydrogen bond, but an unusual C–F···H–O hydrogen-bond and intramolecular C–X···O nonbonding interactions are also present in such compounds.

scholarly journals Conformational analysis, stereoelectronic interactions and NMR properties of 2-fluorobicyclo[2.2.1]heptan-7-ols

2012 ◽  
Vol 8 ◽  
pp. 1227-1232 ◽  
Author(s):  
Fátima M P de Rezende ◽  
Marilua A Moreira ◽  
Rodrigo A Cormanich ◽  
Matheus P Freitas
Keyword(s):  
Hydrogen Bond ◽  
Conformational Analysis ◽  
Quantum Chemical Calculations ◽  
Intramolecular Hydrogen Bond ◽  
Quantum Chemical ◽  
Coupling Constant ◽  
Structural Stabilization ◽  
Intramolecular Hydrogen ◽  
Nmr Properties ◽  
Stereoelectronic Interactions

Four diastereoisomers of 2-fluorobicyclo[2.2.1]heptan-7-ols were computationally investigated by using quantum-chemical calculations, and their relative energies were analyzed on the basis of stereoelectronic interactions, particularly the presence or otherwise of the F∙∙∙HO intramolecular hydrogen bond in the syn-exo isomer. It was found through NBO and AIM analyses that such an interaction contributes to structural stabilization and that the 1h J F,H(O) coupling constant in the syn-exo isomer is modulated by the n F→σ*OH interaction, i.e., the quantum nature of the F∙∙∙HO hydrogen bond.

Intramolecular hydrogen bond in 3-imino-propenylamine isomers: AIM and NBO studies

2009 ◽  
pp. NA-NA
Author(s):  
H. Raissi ◽  
Abraham F. Jalbout ◽  
B. Abbasi ◽  
F. Fazli ◽  
F. Farzad ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Intramolecular Hydrogen Bond ◽  
Intramolecular Hydrogen ◽  
Aim And Nbo

Theoretical study of the substituent effect on the hydrogen atom transfer mechanism of the irigenin derivatives antioxidant action

2014 ◽  
Vol 13 (02) ◽  
pp. 1450010 ◽  
Author(s):  
Meysam Najafi ◽  
Syed Ali Raza Naqvi
Keyword(s):  
Hydrogen Bond ◽  
Intramolecular Hydrogen Bond ◽  
Theoretical Study ◽  
Nbo Analysis ◽  
Hydrogen Atom Transfer ◽  
Hammett Constants ◽  
Dissociation Enthalpy ◽  
B3lyp Method ◽  
Intramolecular Hydrogen ◽  
Novel Antioxidants

In this paper, 21 substituents with various electron donating and electron withdrawing characters were placed in available positions of irigenin in order to study their effect on the O – H bond dissociation enthalpy (BDE) via DFT/B3LYP method. Results indicated the substituents in X3 and X4 positions have exerted stronger influence upon BDE values of irigenin derivatives when compared with same substituents in X1 and X2 positions. The results show that intramolecular hydrogen bond effects are able to considerably stabilize the parents and radicals. The natural bond orbital (NBO) analysis results also confirmed the intramolecular hydrogen bond stabilization. The formation of strong intramolecular hydrogen bonds in several radicals results in low BDEs. The 3- OH BDE values for substituents in X2 position have linear dependencies with Hammett constants (Fig. 2 and Eq. (2)). Found dependencies are suitably linear, that can be important for the synthesis of novel antioxidants based on irigenin.

Intramolecular hydrogen bond in the push–pull CF3-aminoenones: DFT and FTIR study, NBO analysis

Tetrahedron ◽  
2014 ◽  
Vol 70 (6) ◽  
pp. 1207-1213 ◽  
Author(s):  
N.N. Chipanina ◽  
L.P. Oznobikhina ◽  
T.N. Aksamentova ◽  
A.R. Romanov ◽  
A.Yu. Rulev
Keyword(s):  
Hydrogen Bond ◽  
Intramolecular Hydrogen Bond ◽  
Nbo Analysis ◽  
Ftir Study ◽  
Intramolecular Hydrogen
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