Synthesis and Study of Prototropic Tautomerism of 2-(2-Furyl)-1-hydroxyimidazoles

2020 ◽  
Vol 73 (11) ◽  
pp. 1098
Author(s):  
Polina A. Nikitina ◽  
Tatiana Yu. Koldaeva ◽  
Marina A. Zakharko ◽  
Valery P. Perevalov
Keyword(s):  
Carbonyl Group ◽  
13C Nmr ◽  
Tautomeric Form ◽  
Prototropic Tautomerism ◽  
Deuterated Chloroform ◽  
Model Compounds ◽  
Imidazole Derivatives

Novel 2-(2-furyl)imidazole derivatives were synthesised. 2-(2-Furyl)-1-methoxyimidazoles and 2-(2-furyl)-1-methylimidazole 3-oxides were used as model compounds in the study of the prototropic tautomerism of 2-(2-furyl)-1-hydroxyimidazoles by means of 1H, 13C NMR and UV/vis spectroscopies. It was demonstrated that the interaction of the π-excessive furyl moiety with an electron-withdrawing carbonyl group in position 5 of imidazole stabilised the N-hydroxy tautomeric form in both deuterated chloroform and d6-DMSO. In ethanol the N-oxide tautomer is also present along with the prevailing N-hydroxyimidazole.

Prototropic Tautomerism and Some Features of the IR Spectra of 2-(3-Chromenyl)-1-hydroxyimidazoles

2019 ◽  
Vol 72 (9) ◽  
pp. 699 ◽  
Author(s):  
Polina A. Nikitina ◽  
Tatiana Yu. Koldaeva ◽  
Vitaly S. Mityanov ◽  
Vladimir S. Miroshnikov ◽  
Elizaveta I. Basanova ◽  
...  
Keyword(s):  
Solid State ◽  
Ir Spectra ◽  
Carbonyl Group ◽  
Tautomeric Form ◽  
Imidazole Ring ◽  
General Effect ◽  
Dmso Solution ◽  
Prototropic Tautomerism ◽  
Leading Role ◽  
Equilibrium Shift

Prototropic tautomerism of 2-(3-chromenyl)-1-hydroxyimidazoles with various substituents in the chromenyl moiety (1-hydroxyimidazole – imidazole N-oxide) was studied by means of 1H NMR and IR spectroscopies. It was demonstrated that in d6-DMSO solution, the substituents in the chromenyl ring have no influence on the equilibrium shift: the prevalence of the N-oxide tautomeric form is caused by the possibility of stabilization of the planar structure with the help of the carbonyl group in position 5 of the imidazole ring. In contrast, in the solid state the general effect of the chromenyl substituent in position 2 of imidazole plays the leading role. The increase in general electron-withdrawing effect of the chromenyl moiety leads to the prevalence of the imidazole N-oxide tautomer.

13C NMR Analysis of Soot Produced from Model Compounds and a Coal

2001 ◽  
Vol 15 (4) ◽  
pp. 961-971 ◽  
Author(s):  
Mark S. Solum ◽  
Adel F. Sarofim ◽  
Ronald J. Pugmire ◽  
Thomas H. Fletcher ◽  
Haifeng Zhang
Keyword(s):  
13C Nmr ◽  
Nmr Analysis ◽  
Model Compounds ◽  
13C Nmr Analysis

Effects of Solvation and Ionization on 13C NMR Spectra of Lignin Model Compounds, Spruce Milled Wood Lignin and Kraft Lignin

2017 ◽  
Vol 37 (4) ◽  
pp. 241-250 ◽  
Author(s):  
Tatiana G. Fedulina ◽  
Muza F. Kiryushina ◽  
Sergey M. Shevchenko ◽  
Andrey V. Pranovich
Keyword(s):  
13C Nmr ◽  
Nmr Spectra ◽  
Kraft Lignin ◽  
13C Nmr Spectra ◽  
Model Compounds ◽  
Lignin Model Compounds ◽  
Milled Wood Lignin ◽  
Lignin Model

scholarly journals Study on Soy-Based Adhesives Enhanced by Phenol Formaldehyde Cross-Linker

Polymers ◽  
2019 ◽  
Vol 11 (2) ◽  
pp. 365 ◽  
Author(s):  
Zhigang Wu ◽  
Xuedong Xi ◽  
Hong Lei ◽  
Jiankun Liang ◽  
Jingjing Liao ◽  
...  
Keyword(s):  
13C Nmr ◽  
Soy Protein ◽  
Water Resistance ◽  
Phenol Formaldehyde ◽  
Ionization Mass ◽  
Model Compounds ◽  
Esi Ms ◽  
13C Nuclear Magnetic Resonance ◽  
Ft Ir ◽  
Cross Linker

To find the effects of cross-linker phenol-formaldehyde (PF) resin on the performance of soy-based adhesives, the reaction between model compounds hydroxymethyl phenol (HPF) and glutamic acid were studied in this paper. HPF prepared in laboratory conditions showed higher content of hydroxymethyl groups than normal PF resin, which was proved by the results of Electrospray Ionization Mass Spectrometry (ESI-MS) and 13C Nuclear Magnetic Resonance (13C-NMR). The results of ESI-MS, Fourier transform infrared spectroscopy (FT-IR), and 13C-NMR based on resultant products obtained from model compounds showed better water resistance of the soy protein-based adhesive modified by PF-based resin, which indicated the reaction between PF resin and soy protein. However, it seemed that the soy-based adhesive cross-linked by HPF with the maximum content of hydroxymethyl groups did not show the best water resistance.

13C NMR spectra of nylon 6/12 copolymers and related model compounds

2000 ◽  
Vol 36 (7) ◽  
pp. 1301-1311 ◽  
Author(s):  
Isaac Goodman ◽  
Derek J. Maitland ◽  
Aristides H. Kehayoglou
Keyword(s):  
13C Nmr ◽  
Nmr Spectra ◽  
Nylon 6 ◽  
13C Nmr Spectra ◽  
Model Compounds ◽  
Related Model

13C NMR chemical shifts of polyisobutylene end groups and related model compounds

1990 ◽  
Vol 23 (6) ◽  
pp. 597-603 ◽  
Author(s):  
Sandor Nemes ◽  
Jiaoshi Si ◽  
Joseph P. Kennedy
Keyword(s):  
13C Nmr ◽  
Chemical Shifts ◽  
Model Compounds ◽  
Nmr Chemical Shifts ◽  
Related Model ◽  
13C Nmr Chemical Shifts ◽  
End Groups

scholarly journals Synthesis and Spectral Studies of Novel Palladium (O) Complex with Ciprofloxacin Antibiotic

2018 ◽  
Vol 7 (4.36) ◽  
pp. 722
Author(s):  
N. S. Majeed ◽  
I. K. Kareem ◽  
N. N.A. Jafar
Keyword(s):  
Oxygen Atom ◽  
Carbonyl Group ◽  
1H Nmr ◽  
13C Nmr ◽  
Molar Conductance ◽  
Spectral Studies ◽  
Neutral Ligand ◽  
Tetrahedral Structure ◽  
Ft Ir ◽  
Prepared Complex

New complex of Palladium (0) with ciprofloxacin has been synthesized, The complex was portrayed by different physico - substance systems like essential examination, m.pt. , TLC, molar conductance estimation, attractive helplessness,13C- NMR, 1H-NMR and FT-IR. According to the results obtained, tetrahedral structure suggested for the prepared complex. The neutral ligand act in a Didentate mode, binding through oxygen atom of carbonyl group in pyridonering and oxygen atom of carboxyl ate group.  

13C NMR Studies of Hemoproteins and Model Compounds in the Solid: Methodology and Applications

1995 ◽  
pp. 241-242
Author(s):  
I. P. Gerothanassis ◽  
P. J. Barrie ◽  
M. Momenteau ◽  
G. E. Hawkes
Keyword(s):  
13C Nmr ◽  
Model Compounds ◽  
Nmr Studies

Oxidation of Lignin Model Compounds Containing an α-Carbonyl Group and a Ring-conjugated Double-bond by Hydrogen Peroxide-UV Photolysis

Holzforschung ◽  
1996 ◽  
Vol 50 (3) ◽  
pp. 226-232 ◽  
Author(s):  
Yan-Ping Sun ◽  
Brian Yates ◽  
John Abbot ◽  
Chen-Loung Chen
Keyword(s):  
Hydrogen Peroxide ◽  
Double Bond ◽  
Carbonyl Group ◽  
Model Compounds ◽  
Lignin Model Compounds ◽  
Uv Photolysis ◽  
Lignin Model
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