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Article
Diazabicycloalkanes with bridgehead nitrogen atoms. 28. Stevens rearrangement of benzodiazabicycloalkenes
Stevens rearrangement of the benzyl bromides of benzo[b]-1,4-diazabicyclo[2.2.2]octene and benzo[f]-1,5-diazabicyclo[3.2.2]-nonene occurs with expansion of the diazabicyclic fragments to form a mixture of ster...
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Article
Diazobicycloalkanes with bridgehead nitrogen atoms in nodal positions. 22. Conformational analysis of benzodiazabicycloalkenes. Iterative evaluation of spectral and thermodynamic parameters
1H and 13C NMR were used to investigate the conformational equilibrium of benzo[f]-1,5-diazabicyclo[3,2.2]nonene and benzo[g]-1,6-diazabicyclo[4.2.2]decene in solution at temperatures from 20 to–110‡C. Benzo[f]-...
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Article
Diazabicycloalkanes with bridging nitrogen atoms. 23. Synthesis and properties of benzo[f]-1,5-diazabicyclo[3.2.2]nonen-3-ol
Intramolecular cyclization 1-(2-hydroxyethyl)-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-3-ol gives benzo[f]-1,5-diazabicyclo[3.2.2]nonen-3-ols. Further treatment with acetic anhydride gives their 3-acetyl deriva...
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Article
13C-13C spin-spin coupling constants in six-membered ring azaaromatic compounds
The 13C-{1H} NMR spectra of monomethyl substituted diazines, protonated at the picoline and 2-methylopyrimidine nitrogen atoms, have been analyzed, along with that of pyridine N-oxide and its 2-methyl derivatives...
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Article
The NMR spectra of cyclic nitrones. 3. Effect of protonation and a hydrogen bond on the chemical shifts in the13c NMR spectra of derivatives of 3-imidazoline 3-oxide
The effect of solvents on the13C NMR spectra of the cyclic nitrones of 3-imidazoline 3-oxide derivatives was studied. It was shown that in solvents capable of forming hydrogen bonds with the N-oxide group the sig...
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Article
13C-13C spin-spin coupling constants in the spectra of monosubstituted pyridines
The 13C- {1H} NMR spectra of pyridine and a number of monosubstituted pyridines for compounds with the natural percentage of the 13C isotope were analyzed. The direct, geminal, and vicinal 13C-13C spin-spin coupl...
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Article
Additivity of 13C-1H and 1H-1H spin-spin coupling constants in six-membered aromatic nitrogen-containing heterocycles
We have analyzed proton-coupled 13C NMR and PMR spectra of pyridazine, pyrimidine, pyrazine, 1,3,5-triazine, and 1,2,4-triazine for one-molar solutions of the compounds in DMSO-D6. Comparison of the values obtain...
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Article
13C NMR spectra of cyclic nitrones. 2. 1- and 4-substituted 2,2,5,5-tetramethyl-3-imidazoline 3-oxides
The chemical shift of the carbon atom of the nitrone group in the 13C NMR spectra of 3-imidazoline 3-oxides lies in the region of 117–152 ppm and depends on the electronic effect of the substituants at positions ...
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Article
13C NMR Spectra of cyclic nitrones. 1. 2-substituted 4-methyl- and 4-phenyl-1-hydroxy-5,5-dimethyl-3-imidazoline 3-oxides
The introduction of an N-oxide oxygen atom into azomethines leads to an upfield shift of the signals for the carbon atom of the G=N group in the 13C NMR spectra by 30–33 ppm. This is consistent with the increase ...
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Article
Chemical properties of ylidene derivatives of azines. 2. The methylation of dihydropyrimidinylidenecyanoacetic esters and their anions
The methylation of dihydropyrimidinylidenecyanoacetic esters by various methylating reagents leads to better yields when anions of ylidene derivatives of pyrimidine are used. The structure of the products of N...
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Article
Proton-coupled 13C NMR spectra of 2- and 3-substituted pyridines
The proton-coupled 13C NMR and PMR spectra of pyridine and the 2- and 3-monosubstituted pyridines NC5H4X [where X=CH3, CN, COCH3, COOCH3, N(CH3)2, NO2, OCH3, Cl, or Br] for one-molar solutions of the compounds in...
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Article
Spin-spin coupling constants of 13C-1H and 1H- 1H in 4-substituted pyridines
The spin-spin coupling constants (SSCC) of 13C-1H and 1H-1H in 4-substituted pyridines, C5H4NX [X=,CN, COCH3, COOCH3, N(CH3)2, NO2, OCH3, Cl, Br], were investigated. To determine the constants, the proton-coupled...
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Article
Chemical properties of ylidene derivatives of azines. 1. Structure of the products of protonation of dihydro-2-pyrimidylidene- and dihydro-4-pyrimidylidenecyanoacetic esters
The structure of the products of protonation of dihydro-2-pyrimidylidene- and dihydro-4-pyrimidylidenecyanoacetic esters was investigated by means of IR, UV, and 1H and 13C NMR spectroscopy. It is shown that, in ...
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Article
Pyrimidines LXI. Synthesis of N-pyrimidinylanthranilic acids and 2, 4-diarylpyrimido[2,1-b]quinazol-6-ones
N-(4,6-Diarylpyrimidinyl)anthranilic acids, obtained by condensation of the appropriate 2-chloropyrimidines with anthranilic acid, are converted to 2,4-diarylpyrimido[2,1-b] quinazol-6-ones when they are treat...