The electrophilic reactions of pentacyanonitrosylferrate(II) with hydrazine and substituted derivatives. Catalytic reduction of nitrite and theoretical prediction of η1-, η2-N2O bound intermediates

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The electrophilic reactivity of the pentacyanonitrosylferrate(II) ion, [Fe(CN)5NO]2-, toward hydrazine (Hz) and substituted hydrazines (MeHz, 1, 1-Me2Hz, and 1,2-Me2Hz) has been studied by means of stoichiometric and kinetic experiments (pH 6-10). The reaction of Hz led to N2O and NH3, with similar...

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Autor principal: Gutiérrez, M.M
Otros Autores: Amorebieta, V.T, Estiú, G.L, Olabe, J.A
Formato: Capítulo de libro
Lenguaje:Inglés
Publicado: 2002
Acceso en línea:Registro en Scopus
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Biblioteca Central Dr. Luis F. Leloir (FCEN) de Universidad de Buenos Aires
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024 7 |2 scopus  |a 2-s2.0-0037019656 
024 7 |2 cas  |a ferric ion, 20074-52-6; hydrazine, 10217-52-4, 13775-80-9, 18500-32-8, 302-01-2, 7803-57-8; hydroxylamine, 7803-49-8; nitrate, 14797-55-8; nitric oxide, 10102-43-9; nitrite, 14797-65-0; nitroprusside sodium, 14402-89-2, 15078-28-1; nitrous oxide, 10024-97-2; tempol, 2226-96-2 
040 |a Scopus  |b spa  |c AR-BaUEN  |d AR-BaUEN 
030 |a JACSA 
100 1 |a Gutiérrez, M.M. 
245 1 4 |a The electrophilic reactions of pentacyanonitrosylferrate(II) with hydrazine and substituted derivatives. Catalytic reduction of nitrite and theoretical prediction of η1-, η2-N2O bound intermediates 
260 |c 2002 
270 1 0 |m Amorebieta, V.T.; Department of Chemistry, Facultad de Ciencias Exactas, Universidad Nac. de Mar del Plata, Funes y Roca, Mar del Plata B7602AYL, Argentina; email: amorebie@mdp.edu.ar 
506 |2 openaire  |e Política editorial 
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520 3 |a The electrophilic reactivity of the pentacyanonitrosylferrate(II) ion, [Fe(CN)5NO]2-, toward hydrazine (Hz) and substituted hydrazines (MeHz, 1, 1-Me2Hz, and 1,2-Me2Hz) has been studied by means of stoichiometric and kinetic experiments (pH 6-10). The reaction of Hz led to N2O and NH3, with similar paths for MeHz and 1,1-Me2Hz, which form the corresponding amines. A parallel path has been found for MeHz, leading to N2O, N2, and MeOH. The reaction of 1,2-Me2Hz follows a different route, characterized by azomethane formation (MeNNMe), full reduction of nitrosyl to NH3, and intermediate detection of [Fe(CN)5NO]3-. In the above reactions, [Fe(CN)5H2O]3- was always a product, allowing the system to proceed catalytically for nitrite reduction, an issue relevant in relation to the behavior of the nitrite and nitric oxide reductase enzymes. The mechanism comprises initial reversible adduct formation through the binding of the nucleophile to the N-atom of nitrosyl. The adducts decompose through OH- attack giving the final products, without intermediate detection. Rate constants for the adduct-formation steps (k = 0.43 M-1 s-1, 25 °C for Hz) decrease with methylation by about an order of magnitude. Among the different systems studied, one-, two-, and multielectron reductions of bound NO+ are analyzed comparatively, with consideration of the role of NO, HNO (nitroxyl), and hydroxylamine as bound intermediates. A DFT study (B3LYP) of the reaction profile allows one to characterize intermediates in the potential hypersurface. These are the initial adducts, as well as their decomposition products, the η1- and η2-linkage isomers of N2O.  |l eng 
593 |a The Department of Chemistry, Facultad de Ciencias Exactas, Universidad Nacional de Mar del Plata, Funes y Roca, Mar del Plata B7602AYL, Argentina 
593 |a Cequinor, Department of Chemistry, Facultad de Ciencias Exactas, Universidad Nacional de La Plata, La Plata, Argentina 
593 |a Department of Inorganic, Analytical, and Physical Chemistry, Inquimae, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Ciudad Universitaria, C1428EHA Buenos Aires, Argentina 
690 1 0 |a ELECTROPHILIC REACTIVITY 
690 1 0 |a DECOMPOSITION 
690 1 0 |a DERIVATIVES 
690 1 0 |a ENZYMES 
690 1 0 |a HYDRAZINE 
690 1 0 |a RATE CONSTANTS 
690 1 0 |a CHEMICAL REACTIONS 
690 1 0 |a AMINE 
690 1 0 |a AMMONIUM DERIVATIVE 
690 1 0 |a FERRIC ION 
690 1 0 |a HYDRAZINE 
690 1 0 |a HYDRAZINE DERIVATIVE 
690 1 0 |a HYDROXYLAMINE 
690 1 0 |a NITRATE 
690 1 0 |a NITRIC OXIDE 
690 1 0 |a NITRIC OXIDE REDUCTASE 
690 1 0 |a NITRITE 
690 1 0 |a NITROPRUSSIDE SODIUM 
690 1 0 |a NITROUS OXIDE 
690 1 0 |a PENTACYANONITROSYLFERRATE(II) 
690 1 0 |a TEMPOL 
690 1 0 |a UNCLASSIFIED DRUG 
690 1 0 |a ARTICLE 
690 1 0 |a BINDING KINETICS 
690 1 0 |a CATALYSIS 
690 1 0 |a CHEMICAL BINDING 
690 1 0 |a CHEMICAL REACTION 
690 1 0 |a CHEMICAL REACTION KINETICS 
690 1 0 |a COMPUTER PREDICTION 
690 1 0 |a DECOMPOSITION 
690 1 0 |a ELECTRIC CONDUCTIVITY 
690 1 0 |a INTERMETHOD COMPARISON 
690 1 0 |a ISOMERISM 
690 1 0 |a METHYLATION 
690 1 0 |a PRODUCT RECOVERY 
690 1 0 |a REACTION ANALYSIS 
690 1 0 |a REACTION OPTIMIZATION 
690 1 0 |a REDUCTION 
690 1 0 |a STOICHIOMETRY 
690 1 0 |a THEORY 
700 1 |a Amorebieta, V.T. 
700 1 |a Estiú, G.L. 
700 1 |a Olabe, J.A. 
773 0 |d 2002  |g v. 124  |h pp. 10307-10319  |k n. 35  |p J. Am. Chem. Soc.  |x 00027863  |w (AR-BaUEN)CENRE-19  |t Journal of the American Chemical Society 
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856 4 0 |u https://doi.org/10.1021/ja025995v  |y DOI 
856 4 0 |u https://hdl.handle.net/20.500.12110/paper_00027863_v124_n35_p10307_Gutierrez  |y Handle 
856 4 0 |u https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00027863_v124_n35_p10307_Gutierrez  |y Registro en la Biblioteca Digital 
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