The synthesis of the Mn(III)-complex of the new enantiopure, atropoisomerically pure chiral porphyrin (alpha,beta,alpha,beta)-1 is described. The compound was used as the catalyst in the epoxidation of unfunctionalized olefins using aqueous NaOCl, 30%-H2O2 or PhIO as oxygen donors. Up to 780 overall turnovers were obtained in the presence of NaOCl and PhIO, whereas with 30%-H2O2 only catalase activity was observed. Contrary to expectations based on previous results [S. Banfi, A. Manfredi, F. Montanari, G. Pozzi, S. Quici, J. Mel. Catal., 113 (1996) 77], only racemic epoxides were obtained.

[2.2]-para-cyclophane-4-carbaldehyde as building-block for chiral ligands - Part II: Epoxidation of alkenes catalyzed by the Mn(III)-complex of an atropoisomerically pure (alpha,beta,alpha,beta)-tetraarylporphyrin / M.T. Rispens, A. Manfredi, G. Pozzi, S. Banfi, S. Quici. - In: JOURNAL OF MOLECULAR CATALYSIS. A: CHEMICAL. - ISSN 1381-1169. - 136:1(1998 Oct), pp. 13-22.

[2.2]-para-cyclophane-4-carbaldehyde as building-block for chiral ligands - Part II: Epoxidation of alkenes catalyzed by the Mn(III)-complex of an atropoisomerically pure (alpha,beta,alpha,beta)-tetraarylporphyrin

A. Manfredi
Secondo
;
1998-10

Abstract

The synthesis of the Mn(III)-complex of the new enantiopure, atropoisomerically pure chiral porphyrin (alpha,beta,alpha,beta)-1 is described. The compound was used as the catalyst in the epoxidation of unfunctionalized olefins using aqueous NaOCl, 30%-H2O2 or PhIO as oxygen donors. Up to 780 overall turnovers were obtained in the presence of NaOCl and PhIO, whereas with 30%-H2O2 only catalase activity was observed. Contrary to expectations based on previous results [S. Banfi, A. Manfredi, F. Montanari, G. Pozzi, S. Quici, J. Mel. Catal., 113 (1996) 77], only racemic epoxides were obtained.
Chiral catalyst; Epoxidation; Manganese; Oxidation catalyst; Porphyrin
Settore CHIM/06 - Chimica Organica
Settore CHIM/04 - Chimica Industriale
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/2434/185901
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