Catalytic disproportionation of N-alkylhydroxylamines bound to pentacyanoferrates

The substituted hydroxylamines, CH 3 N(H)OH (N- methylhydroxylamine) and (CH 3 ) 2 NOH (N,N- dimethylhydroxylamine), disproportionate catalytically to the corresponding alkylamines and oxidation products, only in the presence of [Fe(CN) 5 H 2 O] 3- . Substitution kinetic measurements suggest an init...

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Autor principal: Gutiérrez, M.M
Otros Autores: Alluisetti, G.B, Olabe, J.A, Amorebieta, V.T
Formato: Capítulo de libro
Lenguaje:Inglés
Publicado: 2009
Acceso en línea:Registro en Scopus
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100 1 |a Gutiérrez, M.M. 
245 1 0 |a Catalytic disproportionation of N-alkylhydroxylamines bound to pentacyanoferrates 
260 |c 2009 
270 1 0 |m Amorebieta, V. T.; Department of Chemistry, Facultad de Ciencias Exactas y Naturales, Universidad Nacional de Mar del Plata, Funes y Roca, Mar del Plata B7602AYL, Argentina; email: amorebie@mdp.edu.ar 
506 |2 openaire  |e Política editorial 
504 |a Cotton, F.A., Wilkinson, G., (1980) Advanced Inorganic Chemistry, , Wiley, New York, 4th edn 
504 |a Averill, B.A., (1996) Chem. Rev., 96, p. 2951 
504 |a Hooper In, A.B., (1989) Autotrophic Bacteria, Ed., , H. G. Schlegel and B. Bowien, Science Tech. Publishers, Madison, WI 
504 |a Bush, P.A., González, N.E., Griscavage, J.M., Ignarro, L.J., (1992) Biochem. Biophys. Res. Commun., 185, p. 960 
504 |a (2004) Cytochrome P450: Structure, Mechanism, and Biochemistry, Ed., , P. R. Ortiz de Montellano, Plenum Press, New York, 3rd edn 
504 |a Hendrich, M.P., Logan, M., Andersson, K.K., Arciero, D.M., Lipscomb, J.D., Hooper, A.L., (1994) J. Am. Chem. Soc., 116, p. 11961 
504 |a Einsle, O., Messerschmidt, A., Huber, R., Kroneck, P.M.H., Neese, F., (2002) J. Am. Chem. Soc., 124, p. 11737 
504 |a Wieghardt, K., (1984) Adv. Inorg. Bioinorg. Mech., 3, p. 213 
504 |a (1996) Methods in Nitric Oxide Research, Ed., , M. Feelisch and J. S. Stamler, Wiley, Chichester 
504 |a Craven, P.A., Derubertis, F.R., Pratt, D.W., (1979) J. Biol. Chem., 254, p. 8213 
504 |a Wang, P.G., Xian, M., Tang, X., Wu, X., Wen, Z., Cai, T., Janczuk, A.J., (2002) Chem. Rev., 102, p. 1091 
504 |a Alluisetti, G.B., Almaraz, A.E., Amorebieta, V.T., Doctorovich, F., Olabe, J.A., (2004) J. Am. Chem. Soc., 126, p. 13432 
504 |a Gutiérrez, M.M., Alluisetti, G.B., Olabe, J.A., Amorebieta, V.T., (2008) Dalton Trans., p. 5025 
504 |a Thomas, G., Ranwell, P.W., (1989) Biochem. Biophys. Res. Commun., 164, p. 889 
504 |a Stolze, K., Nohl, H., (1989) Biochem. Pharmacol., 38, p. 3055 
504 |a Lee, J., Chen, L., West, A.H., Richter-Addo, G.B., (2002) Chem. Rev., 102, p. 1019 
504 |a Richter-Addo, G.B., (1999) Acc. Chem. Res., 32, p. 529 
504 |a Mansuy, D., Battioni, P., Chottard, J.C., Riche, C., Chiaroni, A., (1983) J. Am. Chem. Soc., 105, p. 455 
504 |a King, S.B., (2005) Curr. Top. Med. Chem., 5, p. 665 
504 |a Kenney, D.J., Flynn, T.P., Gallini, J.B., (1961) J. Inorg. Nucl. Chem., 20, p. 75 
504 |a Toma, H.E., (1975) Inorg. Chim. Acta, 15, p. 205 
504 |a Krishna Pillai, M.G., (1962) J. Phys. Chem., 66, p. 179 
504 |a Testa, J.J., Grela, M.A., Litter, M.I., (2004) Environ. Sci. Technol., 38, p. 1589 
504 |a Bielski, B.H.J., Gebicki, J.M., (1967) Atlas of Electron Spin Resonance Spectra, , Academic Press, New York, London 
504 |a Olabe, J.A., (2004) Adv. Inorg. Chem., 55, p. 61 
504 |a Adams, J.Q., Nicksic, S.W., Thomas, J.R., (1966) J. Chem. Phys., 45, p. 654 
504 |a Poupko, R., Loewenstein, A., Silver, B.L., (1971) J. Am. Chem. Soc., 93, p. 580 
504 |a Stolze, K., Nohl, L., (1990) Free Radical Res. Commun., 8, p. 123 
504 |a Bowman, D.F., Brokenshire, J.L., Gillan, T., Ingold, K.U., (1971) J. Am. Chem. Soc., 93, p. 6551 
504 |a Waters, W.A., (1976) J. Chem. Soc., Perkin Trans. 2, p. 732 
504 |a Anderson, N.H., Norman, R.O., (1971) J. Chem. Soc. B, p. 993 
504 |a Emschwiller, G., Jorgensen, C.K., (1970) Chem. Phys. Lett., 5, p. 561 
504 |a Souto, M.F., Cukiernik, F.D., Forlano, P., Olabe, J.A., (2001) J. Coord. Chem., 54, p. 343 
504 |a Emschwiller, G., (1967) Acad. Sci., Paris, C. R., 265, p. 281 
504 |a Morando, P.J., Bruyère, V.I.E., Blesa, M.A., Olabe, J.A., (1983) Transition Met. Chem., 8, p. 999 
504 |a Inoue, H., Kawai, T., Nagao, M., Yanagisawa, S., (1982) Bull. Chem. Soc. Jpn., 55, p. 733 
504 |a Socrates, G., (1998) Infrared, Characteristic Group Frequencies. Tables and Charts, , Wiley, New York, 2nd edn 
504 |a Cheney, R.P., Pell, S.D., Hoffman, M.Z., (1979) J. Inorg. Nucl. Chem., 41, p. 489. , -493 
504 |a Cheney, R.P., Simic, M.G., Hoffman, M.Z., Taub, I.A., Asmus, K.D., (1977) Inorg. Chem., 16, p. 2187 
504 |a Armor, J.N., Furman, R., Hoffman, M.Z., (1975) J. Am. Chem. Soc., 97, p. 1737 
504 |a Beck, W., Schmidtner, K., Keller, H.J., (1967) Chem. Ber., 100, p. 503 
504 |a Adamic, K., Bowman, D.F., Gillan, T., Ingold, K.U., (1971) J. Am. Chem. Soc., 93, p. 902 
504 |a Bowman, D.F., Gillan, T., Ingold, K.U., (1971) J. Am. Chem. Soc., 93, p. 6555 
504 |a Bowman, D.F., Gillan, T., Ingold, K.U., (1970) J. Am. Chem. Soc., 92, p. 1093 
504 |a (1994) NIOSH Manual of Analytical Methods, Method No. 3500, 4th Edn 
504 |a Bissot, T.C., Parry, R.W., Campbell, D.H., (1957) J. Am. Chem. Soc., 79, p. 796 
504 |a Dean, J.A., (1992) Lange's Handbook of Chemistry, , Mc Graw-Hill, New York, 14th edn 
504 |a Toma, H.E., Malin, J.M., (1973) Inorg. Chem., 12, p. 2080 
504 |a (1973) Free Radicals, Ed., , J. K. Kochi, Wiley, New York 
504 |a Armstrong, D.A., Rauk, A., Yu, D., (1993) J. Am. Chem. Soc., 115, p. 666 
504 |a Gerson, F., Huber, W., (2003) Electron Spin Resonance Spectroscopy of Organic Radicals, , Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim 
504 |a González Lebrero, M., Scherlis, D.A., Estiú, G.L., Olabe, J.A., Estrin, D.A., (2001) Inorg. Chem., 40, p. 4127 
504 |a Kunkely, H., Vogler, A., (1998) J. Photochem. Photobiol., A, 114, p. 197 
504 |a Schwane, J.D., Ashby, M.T., (2002) J. Am. Chem. Soc., 124, p. 6822 
520 3 |a The substituted hydroxylamines, CH 3 N(H)OH (N- methylhydroxylamine) and (CH 3 ) 2 NOH (N,N- dimethylhydroxylamine), disproportionate catalytically to the corresponding alkylamines and oxidation products, only in the presence of [Fe(CN) 5 H 2 O] 3- . Substitution kinetic measurements suggest an initial coordination step to Fe(ii). Two parallel N- and O-coordination modes are considered with the subsequent formation of Fe(iii), free aminyl (RNCH 3 ) and nitroxide (RN(CH 3 )O) radicals (R = H, CH 3 ). With CH 3 N(H)OH, bound nitrosomethane, CH 3 NO, has been characterized by UV-visible and IR spectroscopies. The mechanism is discussed on the basis of common and differential features with respect to the disproportionation of hydroxylamine catalyzed by the same Fe-fragment. © The Royal Society of Chemistry 2009.  |l eng 
593 |a Department of Chemistry, Facultad de Ciencias Exactas y Naturales, Universidad Nacional de Mar del Plata, Funes y Roca, Mar del Plata B7602AYL, Argentina 
593 |a Department of Inorganic, Analytical and Physical Chemistry, INQUIMAE, Ciudad Universitaria, C1428EHA, Buenos Aires, Argentina 
690 1 0 |a AMINES 
690 1 0 |a IRON COMPOUNDS 
690 1 0 |a REACTION KINETICS 
690 1 0 |a ALKYL-AMINES 
690 1 0 |a COORDINATION MODES 
690 1 0 |a DISPROPORTIONATION 
690 1 0 |a IR SPECTROSCOPIES 
690 1 0 |a KINETIC MEASUREMENTS 
690 1 0 |a NITROXIDE 
690 1 0 |a OXIDATION PRODUCTS 
690 1 0 |a UV-VISIBLE 
690 1 0 |a SULFUR COMPOUNDS 
700 1 |a Alluisetti, G.B. 
700 1 |a Olabe, J.A. 
700 1 |a Amorebieta, V.T. 
773 0 |d 2009  |h pp. 1187-1194  |k n. 7  |p Dalton Trans.  |x 14779226  |t Dalton Transactions 
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