Co(acacen), 1, (acacen = 2,11-dihydroxy-4,9-dimethyl-5,8-diaza-2,4,8,10-dodecatetraene dianion) was found to be a highly efficient catalyst for the allylic amination of non activated alkenes, using N-(p-toluensulfonyl)iminophenyliodinane (PhI=NTs) as nitrene precursor. This reactivity has been extended to the less reactive C-H bond of toluene. The effect of reaction times and of added cosolvent on yields and selectivities was investigated. Under the best conditions, allylic amines were obtained in a 40-70% isolated yield. A complex derived from the stoichiometric reaction of Co(acacen), 1, with PhI=NTs has been isolated and spectroscopically characterized. Such a complex, although not able to transfer its NTs moiety to alkenes, is still active in catalyzing allylic amination of cyclohexene.
Catalytic amination reactions mediated by Co(II) Schiff base complexes / A. Caselli, E. Gallo, F. Ragaini, A. Oppezzo, S. Cenini. - In: JOURNAL OF ORGANOMETALLIC CHEMISTRY. - ISSN 0022-328X. - 690:8(2005), pp. 2142-2148. ((Intervento presentato al 3. convegno Euchem Conference on Nitrogen Ligands in Organometallic Chemistry and Homogeneous Catalysis tenutosi a Camerino nel 2004.
|Titolo:||Catalytic amination reactions mediated by Co(II) Schiff base complexes|
CASELLI, ALESSANDRO (Primo)
GALLO, EMMA (Secondo)
CENINI, SERGIO (Ultimo)
|Parole Chiave:||cobalt; schiff bases; N-(p-toluensulfonyl)iminophenyliodinane; amination reactions; allylic amines|
|Settore Scientifico Disciplinare:||Settore CHIM/03 - Chimica Generale e Inorganica|
|Data di pubblicazione:||2005|
|Digital Object Identifier (DOI):||http://dx.doi.org/10.1016/j.jorganchem.2005.01.021|
|Appare nelle tipologie:||01 - Articolo su periodico|