Ge complexes of 5,10,15-triphenylcorrole were prepared in refluxing dry DMF using GeCl4 as the source of Ge. Chromatographic separation of the crude reaction mixture afforded the μ-oxo dimer 1 and the methoxy derivative 2a. The corresponding chloride 2b can be obtained by treatment of 1 or 2a with HCl. The reaction of 2a with Br2 in CHCl3/py afforded the hexabromo derivative 3 as the main product, giving the first indication of the regioselective substitution of pyrroles B and C on the corrole ring. The fully brominated open-chain tetrapyrrole 4 was also characterized as a reaction by-product. Different partially brominated Ge complexes 5 and 6 have been obtained by variation of reaction conditions, while the heptabromo derivative was obtained in a mixture with the corresponding fully brominated Ge corrole. Photophysical characterization of Ge corrolates confirmed the high fluorescence quantum yield of such complexes, and also led to the first observation of phosphorescence emissions from corrole complexes. © Wiley-VCH Verlag GmbH & Co. KGaA, 2007.

Nardis, S., Mandoj, F., Paolesse, R., Fronczek, F., Smith, K., Prodi, L., et al. (2007). Synthesis and functionalization of germanium triphenylcorrolate: The first example of a partially brominated corrole. EUROPEAN JOURNAL OF INORGANIC CHEMISTRY(16), 2345-2352 [10.1002/ejic.200700184].

Synthesis and functionalization of germanium triphenylcorrolate: The first example of a partially brominated corrole

NARDIS, SARA;MANDOJ, FEDERICA;PAOLESSE, ROBERTO;
2007-01-01

Abstract

Ge complexes of 5,10,15-triphenylcorrole were prepared in refluxing dry DMF using GeCl4 as the source of Ge. Chromatographic separation of the crude reaction mixture afforded the μ-oxo dimer 1 and the methoxy derivative 2a. The corresponding chloride 2b can be obtained by treatment of 1 or 2a with HCl. The reaction of 2a with Br2 in CHCl3/py afforded the hexabromo derivative 3 as the main product, giving the first indication of the regioselective substitution of pyrroles B and C on the corrole ring. The fully brominated open-chain tetrapyrrole 4 was also characterized as a reaction by-product. Different partially brominated Ge complexes 5 and 6 have been obtained by variation of reaction conditions, while the heptabromo derivative was obtained in a mixture with the corresponding fully brominated Ge corrole. Photophysical characterization of Ge corrolates confirmed the high fluorescence quantum yield of such complexes, and also led to the first observation of phosphorescence emissions from corrole complexes. © Wiley-VCH Verlag GmbH & Co. KGaA, 2007.
2007
Pubblicato
Rilevanza internazionale
Articolo
Esperti anonimi
Settore CHIM/07 - FONDAMENTI CHIMICI DELLE TECNOLOGIE
English
Con Impact Factor ISI
Bromination; Corrole; Porphyrinoids; Regioselectivity
Nardis, S., Mandoj, F., Paolesse, R., Fronczek, F., Smith, K., Prodi, L., et al. (2007). Synthesis and functionalization of germanium triphenylcorrolate: The first example of a partially brominated corrole. EUROPEAN JOURNAL OF INORGANIC CHEMISTRY(16), 2345-2352 [10.1002/ejic.200700184].
Nardis, S; Mandoj, F; Paolesse, R; Fronczek, F; Smith, K; Prodi, L; Montalti, M; Battistini, G
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2108/34036
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