119002-74-3Relevant academic research and scientific papers
REACTIONS OF ESTERS WITH AMINES CATALYSED BY METAL CENTRES
Porta, Francesca,Pizzotti, Maddalena,Crotti, Corrado,Cenini, Sergio
, p. 475 - 478 (2007/10/02)
In the presence of metal catalysts such as AlCl3, SnCl2, FeCl3, CuCl2*2H2O, PhCl3*3H2O, "RuCl3*3H2O" and CuCl, the reaction of the ester RCO2Et (R = Me) with an aliphatic amine R1NH2 (R1 = nPr), at 65 deg C and under a dinitrogen atmosphere gives the corresponding amide, RCONHR1, and ethanol.The catalytic activity increases with increasing acidic nature of the metal centre.Similar results have been obtained with R1 = nBu and R = Me and Et, while no reaction was observed with R1 = Ph.A complex such as Rh(PPh3)3Cl has no catalytic activity in these reactions.From the attempted reaction of CH3CO2Et with nPrNH2 in the presence of Rh(PPh3)3Cl, a yellow complex of formula Rh(PPh3)2(nPrNH2)Cl has been isolated.Its reactivity towards CO, O2, and H2 has been also investigated.
