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Article
Nucleophilic substitution of bromine in vicinal bromotrifluoroalkylamines
SecondaryN-(2-bromo-3,3,3-trifluoropropyl)-N-alkylamines cyclize under the action of bases to yield aziridines. TertiaryN-(2-bromo-3,3,3-trifluoropropyl)amines react with S-nucleophiles to give products of bromin...
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Article
Electronic structure and reactivity of organofluorine compounds
The basicity of isomeric bromoethylamines having a CF3 substituent in the α- and β-positions with respect to the amino group was studied. According to potentiometric titration in H2O, CH3NO2, and CH3CN, the basic...
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Article
Electronic structure and reactivity of organofluorine compounds. 5. Electronic structure of CF3-substituted fluoroethylenes from MNDO and STO-3G calculations
It was established by MNDO and STO-3G quantum-chemical calculations of higher perfluorinated olefins that substitution of the fluorine atoms in C2F4 by CF3 groups leads to stabilization of the π-MO and destabiliz...
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Article
Electron transfer in reactions of tert-perfluoroalkyl bromides with alkenes and nucleophiles
Tertiary perfluoroalkyl bromides (RFBr) in nonpolar solvents under mild conditions can be added to the multiple bond of terminal alkenes, alkynes, and butadiene. Slow addition to alkenes at 20°C is accelerated in...
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Article
Electron structure and reactivity of organofluorine compounds. 4. AMI calculations of anion radicals of primary, secondary, and tertiary perfluoroalkyl chlorides, bromides, and iodides
Calculations were carried out using the semiempirical quantum chemical AMI method for anion radicals (AR) of the perfluoroalkyl halides (RFX): CF3X, CF3CF2X, (CF3)2-CFX, and (CF3)3CX for X=Cl, Br, and I. All the ...
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Article
Electron structure and reactivity of organofluorine compounds. 3. Mndo and ami calculations of the ground state of perfluoroalkyl chlorides, bromides, and iodides
The semiempirical quantum chemical MNDO and AMI methods were used to determine the equilibrium geometries and electron properties of molecules of perfluoroalkyl halides (RFX): CF3X, CF3CF2X, (CF3)2CFX, (CF3)3CX f...
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Article
Nucleophilic catalysis of the addition of tertiary perfluoroalkyl bromides to alkenes and alkynes
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Article
First example of the electrophilic addition of perfluoroalkyl iodides to unsaturated compounds
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Article
Oxidative properties of perfluoroalkyl halides
On the basis of half-wave potential values E1/2 it was shown that perfluoroalkyl halides have pronounced oxidative properties in comparison with unfluorinated analogs. Tertiary perfluoroalkyl iodides, having a hi...
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Article
Epr study of tertiary cyclic perfluorinated radicals: Methylcyclopentyl and decalyl radicals
EPR spectroscopy was used to study new cyclic perfluorinated radicals, namely, methylcyclopentyl and decalyl radicals obtained by the photolysis of the corresponding bromides in the presence of dicarboranylmer.....
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Article
Addition of tert-perfluoroalkyl bromides at a multiple bond, initiated by electron transfer
The thermodynamics of the dissociation of the radical-anions of perfluoroalkyl halides was determined by quantum-chemical methods. The conditions for the addition of tertiary perfluoroalkyl bromides to alkenes...
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Article
The epr spectra of tertiary perfluorinated radicals: F-2-methyl-3-oxopentyl and F-2-methylpentyl radicals
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Article
Polar addition of perfluoro-tert-hexyl iodide to alkenes and alkynes
The effective charges on the atoms in molecules of perfluoroalkyl halides of general formula (CF3)nCF3−nX (X=Cl, Br, I) have been calculated by the AM1 semiempirical method. In polar solvents perfluoro-tert-hexyl...
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Article
Electronic structure and reactivity of organofluorine compounds
It was established on the basis of MNDO and STO-3G quantum-chemical calculations of fluoroethylenes that the fluorine atom at the vinylic position greatly stabilizes all theσ-MOs of the molecule on account of the...
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Article
Coupling of β-(perfluoro-tert-hexyl)-substituted alkyl iodides by the action of zinc
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Article
Generation and reversible dimerization of the perfluoro-tert-hexyl radical
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Article
Reductive dimerization of fluoroolefins. 2. Cyclic olefins
Cyclic perfluoroolefins containing a perfluoroalkyl substituent at the double bond are capable of undergoing reductive dimerization upon cathodic reduction.
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Article
Synthesis of higher fluorine-containing dienes and allenes
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Highly electrophilic olefins containing three perfluoroalkyl groups at the double bond undergo a unique dimer...
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Article
Electrochemical fluorination of carboxylic acids in presence of fluoride anion
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The electrolysis of carboxylic acids at a Ni anode in the presence of F− anion results in their decarboxylati...
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Article
Effect of anode material and solvent on ionic fluorination during anodic oxidation of aromatic compounds
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The electrochemical fluorination of aromatic compounds in organic solvents on various electrodes leads to the...
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