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Titolo:
OXIDATION OF IMINES TO OXAZIRIDINES CATALYZED BY TRANSITION-METAL COMPLEXES USING MOLECULAR-OXYGEN AS THE TERMINAL OXIDANT
Autore:
MARTINY L; JORGENSEN KA;
Indirizzi:
AARHUS UNIV,DEPT CHEM,LANGELANDSGADE 140 DK-8000 AARHUS C DENMARK AARHUS UNIV,DEPT CHEM DK-8000 AARHUS C DENMARK
Titolo Testata:
Journal of the Chemical Society. Perkin transactions. I
fascicolo: 6, , anno: 1995,
pagine: 699 - 704
SICI:
0300-922X(1995):6<699:OOITOC>2.0.ZU;2-Y
Fonte:
ISI
Lingua:
ENG
Soggetto:
BAEYER-VILLIGER OXIDATION; PROPIONALDEHYDE DIETHYL ACETAL; MULTISTEP ELECTRON-TRANSFER; AEROBIC EPOXIDATION; COBALT(II) COMPLEX; UNFUNCTIONALIZED OLEFINS; MANGANESE(III) COMPLEXES; THIANTHRENE 5-OXIDE; NICKEL(II) COMPLEX; MECHANISTIC PROBE;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Science Citation Index Expanded
Citazioni:
62
Recensione:
Indirizzi per estratti:
Citazione:
L. Martiny e K.A. Jorgensen, "OXIDATION OF IMINES TO OXAZIRIDINES CATALYZED BY TRANSITION-METAL COMPLEXES USING MOLECULAR-OXYGEN AS THE TERMINAL OXIDANT", Journal of the Chemical Society. Perkin transactions. I, (6), 1995, pp. 699-704

Abstract

The metal-catalysed oxidation of imines using molecular oxygen as theterminal oxidant and aldehydes as co-reductants has been studied. Different transition metal complexes have been tested as catalysts and itis found that cobalt complexes can catalyse the selective oxidation of imines to oxaziridines. The cobalt-catalysed oxidation of imines to oxaziridines is dependent on the aldehyde used as co-reductant; thus, the presence of aliphatic aldehydes leads to a smooth oxidation, whilst in the presence of aromatic aldehydes there was no reaction. The oxidation proceeds well for imines with aliphatic and aromatic substituents attached to the nitrogen and carbon atom, respectively. The electronic nature of the oxygen atom transferred in these reactions, investigated using thianthrene 5-oxide as a probe, was found to be electrophilic in character. The mechanistic aspects of the cobalt-catalysed oxidation of imines to oxaziridines, probably involving a peroxyacyl cobaltintermediate, are discussed.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 23/09/20 alle ore 00:04:22