Reaction of allyl phenylcarbamate with benzaldehyde phenylhydrazones in the presence of <Emphasis Type="Italic">N</Emphasis>-chlorobenzenesulfonamide sodium salt

Phenylhydrazones derived from 4-bromo-, 4-methoxy-, and 3-nitrobenzaldehydes react with allyl phenylcarbamate in the presence of N-chlorobenzenesulfonamide sodium salt to give the corresponding 3-aryl-1-phenyl-5-(phenylcarbamoyloxymethyl)-4,5-dihydro-1H-pyrazoles whose structure was confirmed by the IR and ¹H and ¹³C NMR spectra.Translated from Zhurnal Organicheskoi Khimii, Vol. 40, No. 10, 2004, pp. 1539–1541.Original Russian Text Copyright © 2004 by Velikorodov.     

2- and 3-arylpropyl(ethynyl)dimethylsilanes

Hydrosilylation of ortho- and para-substituted 2-phenylpropenes and ortho-, meta-, and para-alkoxysubstituted 3-phenylpropenes with chlorodimethylsilane in the presence of H₂PtCl₆ was effected. The resulting adducts were reacted with ethyntlmagnesium bromide to synthesize 2- and 3-arylpropyl(ethynyl)silanes.Translated from Zhurnal Obshchei Khimii, Vol. 74, No. 12, 2004, pp. 2003–2006.Original Russian Text Copyright © 2004 by O. Yarosh, Zhilitskaya, N. Yarosh, Albanov, Voronkov.This revised version was published online in April 2005 with a corrected cover date.     

Kinetic features of catalytic decomposition of cyclohexyl hydroperoxide and 1-methylcyclohexyl hydroperoxide

Catalytic decomposition of cyclohexyl and 1-methylcyclohexyl peroxides in the presence of 3d-metal acetylacetonates was studied.Translated from Zhurnal Prikladnoi Khimii, Vol. 77, No. 8, 2004, pp. 1316–1322.Original Russian Text Copyright © 2004 by Syroezhko, Begak.     

Fluorine-containing pyrido[1,2-<Emphasis Type="Italic">a</Emphasis>]quinazolin-6-ones

Reactions of 2-aminopyridine and 2-amino-5-methylpyridine with 2,3,4,5-tetrafluorobenzoyl chloride afforded N,N’-diaroylpyridinium salts, which were converted into 6H-pyrido[1,2-a]quinazolin-6-ones by refluxing in toluene in the presence of triethylamine. The angular structure of the tricyclic derivatives obtained was confirmed by ¹⁹F and ¹³C NMR spectroscopy and 2D heteronuclear HetCOR and HMBC experiments.__________Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 2216–2220, October, 2004.     

Preparation,Characterization, and X-Ray Structure Analysis of 1,4-Diazabicyclo-2,2,2-octane (DABCO) and Ammonium Cation with Tetrathiomolybdate Anion

The reaction of H₂S gas with an aqueous solution of ammonium heptamolybdate in the presence of 1,4-diazabicyclo-2,2,2-octane (DABCO) led to the formation of a red colored complex. The complex was recrystallized in hot water and characterized by elemental analysis and UV-Visible, FT-IR, and ¹H NMR spectroscopy. The single sharp peak in the ¹H NMR spectrum has revealed that all the methylene protons are equivalent due to the hydrogen resonating between the two nitrogens in the DABCO cation. The complex crystallizes in a cubic system with space group P2₁3, a = 10.9482(9) Å, α = 90°, V = 1325.3(7) ų, R ₃ = 0.0154, wR ₂ = 0.038, Z = 4. The structure consists of the tetrahedral tetrathiomolybdate anions, which form an extended three-dimensional network in the solid state involving Mo-S...H-N hydrogen bonding interactions with DABCO and the ammonium cation.Original Russian Text Copyright © 2004 by S. Pokhrel, K. S. Nagaraja, B. Varghese__________Translated from Zhurnal Strukturnoi Khimii, Vol. 45, No. 5, pp. 945–949, September–October, 2004.     

Perfluoro-1-(butylimino)butyl isothiocyanate. Synthesis and reaction with n-propylamine

The reaction of perfluoro-5-azanon-4-ene with KSCN in an aprotic dipolar solvent provides perfluoro-1-(butylimino)butyl isothiocyanate. The latter was reacted with n-propylamine in the presence of triethylamine to obtain fluoro-substituted derivatives of thiourea, heptafluoropropionic acid, and 1,3,5-thiadiazine.Translated from Zhurnal Obshchei Khimii, Vol. 74, No. 10, 2004, pp. 1655–1658.Original Russian Text Copyright © 2004 by Furin, Zhuzhgov.This revised version was published online in April 2005 with a corrected cover date.     

Synthesis of substituted benzoxazinylthieno[2,3-<Emphasis Type="Italic">b</Emphasis>]pyridines by the reaction of (3-cyanopyridin-2-ylthio)acetic acids or their amides with <Emphasis Type="Italic">o</Emphasis>-aminophenyl(diphenyl)carbinol

A general method for the synthesis of 3-amino-2-(4,4-diphenyl-4H-3,1-benzoxazin-2-yl)thieno[2,3-b]pyridines was proposed. The method involves reactions of (3-cyanopyridin-2-ylthio)acetic acids or their amides with o-aminophenyl(diphenyl)carbinol in nitromethane in the presence of perchloric acid followed by neutralization of the resulting salts.__________Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 12, pp. 2759–2762, December, 2004.     

Single-step synthesis of substituted 7-aminopyrano[2,3-<Emphasis Type="Italic">d</Emphasis>]pyrimidines

A single-step method for the synthesis of substituted 7-aminopyrano[2,3-d]pyrimidines was developed. The method involves a three-component reaction of barbituric acid or 4,6-dihydroxypyrimidine with aromatic aldehydes and malononitrile in DMF in the presence of N-methylmorpholine as a catalyst.__________Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 2242–2244, October, 2004.     

Stereochemistry of conjugate halogenation of 1-phenyltricyclo[4.1.0.0<Superscript>2,7</Superscript>]heptane

1-Phenyltricyclo[4.1.0.0^2,7]heptane reacts with N-bromo- and N-chlorosuccinimides in the presence of external nucleophiles providing products of a conjugate (electrophilic with respect to halogen) addition across the central bond C¹-C⁷ of the bicyclo[3.1. 1]heptane structure with a pronounces endo, anti-stereoselectivity. In similar reactions with N-iodosuccinimide the products obtained originated mainly from endo, syn-addition across the C¹-C⁷ bond. The reasons for differences in the selectivity of the conjugate halogenation are discussed applying the data of the quantum-chemical calculation in the basis MP2/STO 3G of the electronic and spatial structure of the reaction intermediates, norpinanyl cations of benzyl type.Translated from Zhurnal Organicheskoi Khimii, Vol. 40, No. 11, 2004, pp. 1647–1655.Original Russian Text Copyright © 2004 by Vasin, Semenov, Razin.     

Ferrocenyl-substituted α,β-unsaturated ketones in synthesis of tetrahydropyrimidinones

Ferrocenyltetrahydropyrimidin-2-ones were prepared by reactions of linear and cyclic ,-unsaturated ketones of the ferrocene series with urea in i-PrOH in the presence of t-BuOK. The structures of the compounds prepared were studied by ¹H and ¹³C NMR and IR spectroscopy, and also by single crystal X-ray diffraction.Translated from Zhurnal Obshchei Khimii, Vol. 74, No. 11, 2004, pp. 1887–1893.Original Russian Text Copyright © 2004 by E. Klimova, Lorez, T. Klimova, Garcia, Hernandez, Ramirez.This revised version was published online in April 2005 with a corrected cover date.     

Synthesis of 1,2,3,4-tetrachlorohexafluorobutane

The condensation of 1-iodo-1,2,2-trifluoro-1,2-dichloroethane induced by granulated Zn in the presence of catalytic amounts of AcOEt without a solvent results in 1,2,3,4-tetrachlorohexafluorobutane in high yield.__________Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 2236–2238, October, 2004.     

Initiation of methyl methacrylate polymerization with the systems benzoyl peroxide-onium salt and benzoyl peroxide-aminostyrylpyridine

Polymerization of methyl methacrylate in the presence of binary systems containing benzoyl peroxide and activators [4-(4-dimethylaminostyryl)pyridine, 4-(4-dimethylaminostyryl)pyridine N-oxide in chlorobenzene; triphenylbenzylphosphonium chloride, triphenylbenzylphosphonium bromide, tetraethylammonium chloride, tetraethylammonium bromide, tetraethylammonium benzoate in acetonitrile] at 303 K was studied. The rate constants of decomposition of benzoyl peroxide in the presence of activators, initial polymerization rates, initiation rates, and initiation efficiencies at 303 K were determined.Translated from Zhurnal Prikladnoi Khimii, Vol. 77, No. 11, 2004, pp. 1887–1890.Original Russian Text Copyright © 2004 by Turovskii, Opeida, Kushch, Baranovskii.     

<Emphasis Type="Italic">N</Emphasis>-benzyl derivatives of valine esters

The reactions of methyl and ethyl esters of valine with m-bromobenzaldehyde and p-chlorobenzaldehyde in absolute methanol in the presence of magnesium sulfate yielded the corresponding azomethines (CH₃)₂CHCH(COOR¹)N=CHR² (R¹ = CH₃, C₂H₅; R² = 3-BrC₆H₄, 4-ClC₆H₄); their reduction with sodium borohydride gave N-benzyl derivatives of valine esters, (CH₃)₂CHCH(COOR¹)NHCH₂R².Translated from Zhurnal Obshchei Khimii, Vol. 74, No. 11, 2004, pp. 1855–1857.Original Russian Text Copyright © 2004 by Yakubovich, Zhavnerko, Shirokii, Knizhnikov.This revised version was published online in April 2005 with a corrected cover date.     

Activity of copper in liquid nickel-copper-iron alloys

The activities of copper in liquid nickel-copper-iron alloys at 1600°C were calculated along sections with constant x _Ni : x _Fe ratios of 3 : 1, 1 : 1, and 1 : 3 (x _i is the mole fraction of a component in an alloy).Translated from Zhurnal Prikladnoi Khimii, Vol. 77, No. 9, 2004, pp. 1438–1441.Original Russian Text Copyright © 2004 by Morachevskii, Tsymbulov, Kolosova.     

Hydrogenation of carbon dioxide in the presence of rhodium catalysts

The results of CO₂ hydrogenation in the presence of the Wilkinson complexes, viz., RhCl₃ and acacRh(CO)₂, at room temperature and excess PPh₃ are presented. The influence of different ions on the catalytic properties of the Rh complexes was studied. Methanol and methyl formate are formed along with formic acid in the presence of an inorganic salt. Ions that are the most active in the formation of formic acid are the least active in methanol formation.__________Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 2436–2439, November, 2004.     

Effect of cationic surfactants on limonene oxidation

Kinetic regularities of free radical formation during limonene oxidation with molecular oxygen in a chlorobenzene solution at 60 °C were studied by the inhibitor method under autooxidation conditions and with additives of surfactants (cetyltrimethylammonium chloride and bromide) using dimer 2,2′-bis[2-(p-dimethylaminophenyl)indane-1,3-dione] and α-tocopherol as acceptors of radicals. In the presence of the surfactants, the rates of radical generation and oxidation increase sharply. The catalytic activity of cetyltrimethylammonium chloride is much higher than that of the corresponding bromide.__________Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 2110–2113, October, 2004.     

Tetrazoles: XLVII. A route to tetrazole-containing dendrimers

The reaction of 5-methylsulfonyl-1-phenyltetrazole with pentaerythritol in acetonitrile in the presence of sodium hydroxide gave tetrakis(1-phenyltetrazol-5-yloxymethyl)methane. Sulfur-containing analog of the latter was obtained by alkylation of 1-phenyl-4,5-dihydrotetrazole-5-thione with 1,3-dibromo-2,2-bis-(bromomethyl)propane. Nitration of the resulting polytetrazoles afforded the corresponding tetrakis(p-nitrophenyl) derivatives which can be used in the synthesis of tetrazole-containing dendrimers according to the divergent scheme.Translated from Zhurnal Organicheskoi Khimii, Vol. 40, No. 9, 2004, pp. 1366–1368.Original Russian Text Copyright © 2004 by Artamonova, Zatsepina, Koldobskii.For communication XLVI, see [1].     

Novel Cyanide-Bridged Three-Dimensional Coordination Polymer Derived from an Octahedral Rhenium Cluster [Re6Te8(CN)6]4?: Synthesis and Crystal Structure of [{Mn(H2O)2(DMF)} 2Re6Te8(CN)6]·2H2O

The reaction of a water solution of K₄Re₆Te₈(CN)₆ with a solution of Mn(NO₃)₂ in 0.02M hydrochloric acid in the presence of DMF gave crystals of a cluster rhenium complex [{ Mn(H₂O)₂(DMF)}₂Re₆Te₈(CN)₆]·2H₂O. The structure of the compound was determined by single crystal X-ray diffraction (a = 12.6679(9) Å, b = 17.4524(12) Å, c = 9.7882(6) Å, β = 105.570(6)°, V = 2084.6(3) ų, Z = 2, space group P2₁/n, R = 0. 0389). In the complex, the [Re₆Te₈(CN)₆]⁴⁻ cluster anions are linked to Mn²⁺ cations by the cyanide bridges, the manganese cations being additionally coordinated by the DMF molecule and two water molecules. The neighboring clusters are joined by Re-C-N-Mn bridges into a three-dimensional framework possessing cavities filled with doubly disordered water molecules.Original Russian Text Copyright © 2004 by Yu. V. Mironov, S. F. Solodovnikov, V. E. Fedorov, and Yu. V. Gatilov__________Translated from Zhurnal Strukturnoi Khimii, Vol. 45, No. 5, pp. 918–922, September–October, 2004.     

Intramolecular cyclization of 5-aryl-3-arylamino-4-benzoyl-1h-3-pyrrolin-2-ones to pyrrolo[3,4-<Emphasis Type="Italic">b</Emphasis>]quinolines

It has been shown that 5-aryl-3-arylamino-4-benzoyl-1H-3-pyrrolin-2-ones cyclize in the presence of conc. H₂SO₄ to give pyrrolo[3,4-b]quinolines.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1543–1545, October, 2004.     

Study on the Melting Process of Nitrocellulose by Thermal Analysis Method

The melting process of NC is studied by using modulated differential scanning calorimetry (MDSC) technique, the microscope carrier method for measuring the melting point and the simultaneous device of the solid reaction cell in situ/RSFT-IR. The results show that the endothermic process in the MDSC curve is reversible. It is caused by the phase change from solid to liquid of the mixture of initial NC, decomposition partly into condensed phase products. The values of the melting point, melting enthalpy (H_m), melting entropy (S_m), the enthalpy of decomposition (H_dec) and the heat-temperature quotient (S_dec) obtained by the MDSC curve of NC at a heating rate of 10 K min^–1 are 476.84 K, 205.6 J g^–1, 0.4312 J g^–1 K^–1, –2475.0 J g^–1 and –5.242 Jg^–1K^–1, respectively. The MDSC results of NC with different nitrogen contents show that with increasing the nitrogen content in NC, the absolute values of H_m, S_m, H_dec and S_dec increase.This revised version was published online in November 2005 with corrections to the Cover Date.