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Abstract:

The reactions of[M(CN)5NO]2- (M = Fe, Ru, Os) with lithium n-butylamide are reported for the first time. Free (E)-n-butyldiazoate was found as the only product arising from the amide. This result and the reinvestigation of the reactions of n-butylamine with [Fe(CN)5NO]2- and [Ru(bpy)2(NO)Cl]2+ give a strong indication that diazoates (and/or diazoic acids) are intermediates in the reactions of amines with these nitrosyl complexes.

Registro:

Documento: Artículo
Título:Formation of n-butyldiazoate by reaction of [M(CN)5NO]2- (M = Fe, Ru, Os) with lithium n-butylamide
Autor:Trápani, C.; Escola, N.; Doctorovich, F.
Filiación:Dept. de Química Inorgánica, Analítica y Química Física/INQUIMAE, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Ciudad Universitaria, Pabellón II, piso 3, C1428EHA Buenos Aires, Argentina
Palabras clave:Nucleophilic attacks; Concentration (process); Fourier transform infrared spectroscopy; Lithium compounds; Mixtures; Nuclear magnetic resonance spectroscopy; Phase equilibria; Stoichiometry; Ultraviolet spectroscopy; Organometallics
Año:2002
Volumen:21
Número:10
Página de inicio:2021
Página de fin:2023
DOI: http://dx.doi.org/10.1021/om011026h
Título revista:Organometallics
Título revista abreviado:Organometallics
ISSN:02767333
CODEN:ORGND
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_02767333_v21_n10_p2021_Trapani

Referencias:

  • Bowden, W.L., Little, W.F., Meyer, T.J., (1977) J. Am. Chem. Soc., 99, p. 4340
  • Doctorovich, F., Trápani, C., (1999) Tetrahedron Lett., 40, p. 4635
  • Doctorovich, F., Escola, N., Trápani, C., Estrin, D.A., Turjanski, A.G., González Lebrero, M.C., (2000) Organometallics, 19, p. 3810
  • Doctorovich, F., Granara, M., Di Salvo, F., (2001) Transition Met. Chem., 26, p. 505
  • Di Salvo, F., Crespo, A., Escola, N., Estrin, D.A., Doctorovich, F., Tetrahedron, , in press
  • note; Aubrecht, K.B., Lucht, B.L., Collum, D.B., (1999) Organometallics, 18, p. 2981
  • Watson, S.C., Eastham, J.F., (1967) J. Organomet. Chew., 9, p. 165
  • note; Thiele, J., (1908) Chem. Ber., 41, p. 2806
  • Baraldo, L.M., Forlano, P., Parise, A.R., Slep, L., Olabe, J.A., (2001) Coord. Chem. Rev., 219-221, p. 881
  • Ho, J., Fishbein, J.C., (1994) J. Am. Chem. Soc., 116, p. 6611
  • Lown, J.W., Chauhan, S.M.S., Koganty, R.R., Sapse, A.-N., (1984) J. Am. Chem. Soc., 106, p. 6401
  • The pKa for n-butyldiazoate is 8.77.12

Citas:

---------- APA ----------
Trápani, C., Escola, N. & Doctorovich, F. (2002) . Formation of n-butyldiazoate by reaction of [M(CN)5NO]2- (M = Fe, Ru, Os) with lithium n-butylamide. Organometallics, 21(10), 2021-2023.
http://dx.doi.org/10.1021/om011026h
---------- CHICAGO ----------
Trápani, C., Escola, N., Doctorovich, F. "Formation of n-butyldiazoate by reaction of [M(CN)5NO]2- (M = Fe, Ru, Os) with lithium n-butylamide" . Organometallics 21, no. 10 (2002) : 2021-2023.
http://dx.doi.org/10.1021/om011026h
---------- MLA ----------
Trápani, C., Escola, N., Doctorovich, F. "Formation of n-butyldiazoate by reaction of [M(CN)5NO]2- (M = Fe, Ru, Os) with lithium n-butylamide" . Organometallics, vol. 21, no. 10, 2002, pp. 2021-2023.
http://dx.doi.org/10.1021/om011026h
---------- VANCOUVER ----------
Trápani, C., Escola, N., Doctorovich, F. Formation of n-butyldiazoate by reaction of [M(CN)5NO]2- (M = Fe, Ru, Os) with lithium n-butylamide. Organometallics. 2002;21(10):2021-2023.
http://dx.doi.org/10.1021/om011026h