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Article
Reactions of aldonitrones (3-imidazoline-3-oxides) with isothiocyanates
Cycloaddition of aldonitrones (derivatives of 3-imidazoline-3-oxide) to isothiocyanates depends on the N(1) substituent. Electron donating substituents facilitate cycloaddition to the C=N bond, whereas electro...
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Article
Does the antiarrhythmic effect of DMPO originate from its oxygen radical trap** property or the structure of the molecule itself?
Using the isolated perfused rat heart with transient (30 min) normothermic global ischemia, it was shown that DMPO (5,5-dimethyl-pyrroline-N-oxide), an organic spin trap agent designed specifically to trap fre...
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Article
Recyclization of α-hydroximino-β-oxo-3-imidazoline and 3-imidazoline-3-oxide derivatives to pyrrolines
Reaction of α-hydroximino-β-oxo-3-imidazoline and 3-imidazoline-3-oxide derivatives with hydroxylamine results in recyclization leading to the formation of pyrroline derivatives, namely dioxines or nitrosooxim...
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Article
Photoelectron spectra and electronic structure of derivatives of imidazoline
We have obtained for the first time the photoelectron spectra (PES) of 20 diamagnetic and paramagnetic derivatives of imidazole. On the basis of calculations in the MNDO approximation, analysis of the vibratio...
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Article
Oxidative dimerization of heterocyclic nitrones, derivatives of pyrroline and imidazoline
The oxidation of β-oxonitrones, derivatives of pyrroline and imidazoline, afforded symmetric dimers with a C-C bond and dehydrodimers with a C=C bond. Oxidation of the trifluoroacetyl imidazoline derivative af...
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Article
Condensation of 1,2-hydroxylaminooximes with acetylacetone. Conversion of tetrahydroimidazo[1,2-b]isoxazoles into derivatives of 2H-imidazole, 1-hydroxypyrrole, and 4-oxotetrahydropyridine
Reaction of 1,2-hydroxylaminooximes with acetylacetone gives tetrahydroimidazo[1,2-b]isoxazoles. 4-Phenyltetrahydroimidazo[1,2-b]isoxazole in methanolic HCl forms the corresponding 2-acetonyl-2H-imidazole. Bot...
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Article
1,3-Dipolar cycloaddition of 3-imidazoline-3-oxide nitroxyl radical to dipolarophiles containing carbon-carbon double bonds
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Derivatives of 3-imidazoline-3-oxide react with dipolarophiles containing a C=C bond to form perhydroimidazo[...
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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
New derivatives of imidazoline 3-oxide and thiazoline with 2,6-dialkylphenol fragments
(2,6-Dialkyl-4-hydroxyphenyl)-2-butanones and aminooxides were used to obtain the corresponding 3-imidazoline 3-oxides. Nitrosylation of 3-imidazoline 3-oxide containing a phenol substituent proceeds either at...
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Article
Reactions of a hydroximic acid chloride-a 3-imidazoline 3-oxide derivative-with nitrogen-containing nucleophilic reagents and preparation of stable amidoxime N-oxyl radicals
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A hydroximic acid chloride, viz., 4-chloroximino-3-imidazoline 3-oxide, reacts with nitrogen-containing nucle...
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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
Acid catalyzed reactions of alkyl nitrones, derivatives of 3-imidazolin-3-oxide
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Alkyl nitrones are capable of reacting with electrophilic reagents undar conditions of acid catalysis with re...
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Article
EPR study of monomer-dimer equilibrium of nitroxyl radicals, containing an oxime group
The EPR spectra of solutions of nitroxyl radicals, containing a ketoxime group, change from triplet to quintet in nonpolar organic solvents, which is caused by the formation of dimers involving oxime groups, i...
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Article
Tautomerism and chemical properties of β-oxonitrones
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Alkylnitrones, derivatives of sterically hindered 3-imidazoline-3-oxides, are metalated by treatment with phe...
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Article
Synthesis and some reactions of sterically hindered 3-imidazoline 3-oxides
Sterically hindered 3-imidazoline 3-oxides were obtained by condensation of β-amino oximes with ketones. It is shown that the reaction of these compounds with electrophilic agents takes place at both the nitro...