Institution: | Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, c.c. 74 - suc. 30, 1430, Buenos Aires, Argentina |
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. |