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Abstract:

The photochemistry of two N-acyl carbazoles, N-acetyl and N-benzoyl carbazole, in different pure and mixed organic solvents is studied. Depending on the properties of the medium, photo-Fries rearrangement and photoinduced single electron transfer (PSET) processes are observed yielding the former 1-acyl and 3-acyl carbazoles and the latter 3-chloro-N-acyl carbazole. kSV, kQ and φ for fluorescence emission, conversion of N-acyl carbazole and product formation yields have been measured as well as the properties of the N-acyl carbazole radical cations formed during the PSET process (laser flash photolysis experiments). The Rehm-Weller equation is used in order to evaluate the ΔG°ET of the PSET processes. © 1997 Elsevier Science S.A.

Registro:

Documento: Artículo
Título:Photochemistry of N-acetyl and N-benzoyl carbazoles: Photo-Fries rearrangement and photoinduced single electron transfer
Autor:Bonesi, S.M.; Erra-Balsells, R.
Filiación:Depto. de Quimica Orgánica, Fac. de Cie. Exactas y Naturales, Universidad de Buenos Aires, c.c. 74 - suc. 30, 1430 Buenos Aires, Argentina
Palabras clave:N-acetyl carbazole; N-acyl carbazole; N-benzoyl carbazole; Photo-Fries; Photo-rearrangement; Photoinduced single electron transfer (PSET)
Año:1997
Volumen:110
Número:3
Página de inicio:271
Página de fin:284
DOI: http://dx.doi.org/10.1016/S1010-6030(97)00126-3
Título revista:Journal of Photochemistry and Photobiology A: Chemistry
Título revista abreviado:J. Photochem. Photobiol. A Chem.
ISSN:10106030
CODEN:JPPCE
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_10106030_v110_n3_p271_Bonesi

Referencias:

  • Zander, M., (1981) Chem. Ber., 114, p. 176
  • Shizuka, H., Kato, M., Ochiai, T., Matsui, K., Morita, T., (1970) Bull. Chem. Soc. Jpn., 43, p. 67
  • Ghosh, S., Das, T.K., Datta, D.B., Mehta, S., (1987) Tetrahedron Lett., 28, p. 4611
  • Ghosh, S., Datta, D.B., Datta, I., Das, T.K., (1989) Tetrahedron Lett., 45, p. 3775
  • Chakrabarti, A., Biswas, G.K., Chakrabarty, D.P., (1989) Tetrahedron, 45, p. 5059
  • Bonesi, S.M., Erra-Balsells, R., (1991) J. Photochem. Photobiol., A: Chem., 56, p. 55
  • Bonesi, S.M., (1995) Photochemsitry of Carbazole, N-acetyl Carbazole and N-benzoyl Carbazole in Solution, in the Presence of Halomethanes, , Thesis, University of Buenos Aires, Argentina
  • Erra-Balsells, R., Frasca, A.R., (1984) Tetrahedron Lett., 25, p. 5363
  • Erra-Balsells, R., Frasca, A.R., (1985) An. Asoc. Quim. Argentina, 73, p. 207
  • Erra-Balsells, R., Frasca, A.R., (1983) Tetrahedron, 39, p. 33
  • Biondic, M.C., Erra-Balsells, R., (1990) J. Photochem. Photobiol., A: Chem., 51, p. 314
  • Biondic, M.C., Erra-Balsells, R., (1992) J. Chem. Soc., Perkin Trans., 2, p. 1049
  • Biondic, M.C., Erra-Balsells, R., (1993) J. Chem. Soc., Perkin Trans., 2, p. 887
  • Biondic, M.C., Erra-Balsells, R., (1993) An. Asoc. Quim. Argentina, 81, p. 403
  • Biondic, M.C., Erra-Balsells, R., (1994) J. Photochem. Photobiol., A: Chem., 77, p. 149
  • Nonami, H., Fukui, S., Erra-Balsells, R., (1997) J. Mass Spectrom., 32, p. 287
  • Biondic, M.C., Erra-Balsells, R., (1997) J. Chem. Soc., Perkin Trans., 2, p. 1323
  • Bonesi, S.M., Erra-Balsells, R., (1991) J. Heterocycl. Chem., 28, p. 1035
  • Bonesi, S.M., Erra-Balsells, R., (1991) An. Asoc. Quim. Argentina, 79, p. 113
  • Turro, N.J., (1978) Modern Molecular Photochemistry, , Benjamin, Menlo Park
  • Hatchard, C.G., Parker, C.A., (1956) Proc. R. Soc. London, Ser. A, 235, p. 518
  • Reees, C.W., Storr, R.C., (1969) J. Chem. Soc. C, p. 1474
  • Perrin, D.D., Armarego, W.L.F., (1988) Purification of Laboratory Chemicals, 3rd Edn., , Pergamon Press, New York
  • Bonesi, S.M., Erra-Balsells, R., (1997) J. Heterocycl. Chem., 34, p. 891
  • (1996) HyperChem 5.0, , Autodesk, Inc., Ontario
  • Murov, L.S., Carmichael, I., Hug, G.L., (1993) Handbook of Photochemistry, , Marcel Dekker, New York
  • Ghosh, S., Das, T.K., Datta, D.B., Mehta, S., (1987) Tetrahedron Lett., 28, p. 4611
  • Ghosh, S., Datta, D.B., Datta, I., Das, T.K., (1989) Tetrahedron Lett., 45, p. 3775
  • Reichardt, C., (1979) Solvent Effect in Organic Chemistry, , Verlag Chemie, New York
  • Marcus, Y., (1993) Chem. Soc. Rev., 93, p. 409
  • Fox, M.A., Chanon, M., (1988) Photoinduced Electron Transfer, (PART A). , Elsevier Science, Amsterdam
  • Mattay, J., Photoinduced electron transfer I (1990) Topics in Current Chemistry, 156
  • Lakowicz, J.R., (1983) Principles of Fluorescence Spectroscopy, , Plenum, New York
  • Grunwald, E., Lipnick, R.L., Ralph, E.K., (1969) J. Am. Chem. Soc., 91, p. 4333
  • Berg, U., Jencks, W.P., (1991) J. Am. Chem. Soc., 113, p. 6997
  • Biondic, M.C., (1996) Photochemistry of β-carbolines in Organic Diluted Solutions, , Thesis, University of Buenos Aires (Argentina)
  • Bertrand, J., Gallardo, I., Moreno, M., Saveant, J.-M., (1992) J. Am. Chem. Soc., 114, p. 9576

Citas:

---------- APA ----------
Bonesi, S.M. & Erra-Balsells, R. (1997) . Photochemistry of N-acetyl and N-benzoyl carbazoles: Photo-Fries rearrangement and photoinduced single electron transfer. Journal of Photochemistry and Photobiology A: Chemistry, 110(3), 271-284.
http://dx.doi.org/10.1016/S1010-6030(97)00126-3
---------- CHICAGO ----------
Bonesi, S.M., Erra-Balsells, R. "Photochemistry of N-acetyl and N-benzoyl carbazoles: Photo-Fries rearrangement and photoinduced single electron transfer" . Journal of Photochemistry and Photobiology A: Chemistry 110, no. 3 (1997) : 271-284.
http://dx.doi.org/10.1016/S1010-6030(97)00126-3
---------- MLA ----------
Bonesi, S.M., Erra-Balsells, R. "Photochemistry of N-acetyl and N-benzoyl carbazoles: Photo-Fries rearrangement and photoinduced single electron transfer" . Journal of Photochemistry and Photobiology A: Chemistry, vol. 110, no. 3, 1997, pp. 271-284.
http://dx.doi.org/10.1016/S1010-6030(97)00126-3
---------- VANCOUVER ----------
Bonesi, S.M., Erra-Balsells, R. Photochemistry of N-acetyl and N-benzoyl carbazoles: Photo-Fries rearrangement and photoinduced single electron transfer. J. Photochem. Photobiol. A Chem. 1997;110(3):271-284.
http://dx.doi.org/10.1016/S1010-6030(97)00126-3