Oxidation of amines in the presence of ruthenium complexes : molecular oxygen and iodosylbenzene as oxidants
Articolo
Data di Pubblicazione:
1989
Citazione:
Oxidation of amines in the presence of ruthenium complexes : molecular oxygen and iodosylbenzene as oxidants / F. Porta, C. Crotti, S. Cenini, G. Palmisano. - In: JOURNAL OF MOLECULAR CATALYSIS. - ISSN 0304-5102. - 50:3(1989), pp. 333-341.
Abstract:
The intermediate formed during the oxidation of benzylamine with molecular oxygen at atmospheric pressure and 80 °C to yield the corresponding nitrile catalyzed by Ru(PPh3)2(RCH2NH2)2 Cl2 (I) (a reaction previously studied), has been shown to be Ru(PPh3)(RCN)(RCH2NH2)Cl2 (R = C6H5, p-CH3OC6H4) (II). A complex such as cis-Ru(bipy)2Cl2· 2H2O (bipy = 2,2'-bipyridine) is inactive as catalyst in this reaction, the only product isolated being [Ru(bipy)2(RCH2NH2)Cl] C1·2H2O (R = C6H5) (III). Dibenzylamine, (PhCH2)2NH, is oxidized to N-benzylidenebenzylamine, PhCHNCH2Ph, by molecular oxygen at atmospheric pressure and 80 °C in the presence of Ru(PPh3)3Cl2 and Ru(DMSO)4Cl2 as catalysts. Other secondary amines were not oxidized or gave intractable products, as in the case of N-benzylmethylamine. lodosylbenzene, PhIO, has been shown to be a very active and selective oxidant of primary and secondary amines at room temperature, its activity being negatively modified by the presence of Ru(PPh3)3Cl2.
Tipologia IRIS:
01 - Articolo su periodico
Elenco autori:
F. Porta, C. Crotti, S. Cenini, G. Palmisano
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