Catalytic hydrogenation of aromatic nitriles and dinitriles with nickel compounds
Por:
Zerecero-Silva, P, Jimenez-Solar, I, Crestani, MG, Arevalo, A, Barrios-Francisco, R, Garcia, JJ
Publicada:
1 jul 2009
Resumen:
Nickel(0) catalysts of the type, [(dippe)Ni(eta(2)-NC-R)] (R = -Ph, -PhCN) prepared in situ from the nickel(I) dimmer, [(dippe)Ni(mu-H)](2) (1) in the presence of benzonitrile or the benzodinitriles (1,2-, 1,3- or 1,4-dicyanobenzenes) were used to hydrogenate these substrates. In the case of benzonitrile, 100% conversion was achieved after 72 h at 140 degrees C while pressurizing a reactor vessel with 60 psi of H(2). N-Benzyl-benzylimine was obtained in 97% yield, accompanied by a small amount of dibenzylamine (2%). Hydrogenation of dicyanobenzenes was found to require more forceful conditions. In the case of 1,4-dicyanobenzene a 62% conversion of the substrate was achieved at 180 degrees C and 60 psi of H(2) after 72 h. Hydrogenation of 1,3-dicyanobenzene yielded only a 38% conversion, which could only be achieved at 180 degrees C while pressurizing at 120 psi. The major products from these reactions, 4-{[(4-cyanobenzyI)imino]methyl}benzonitrile and 3-{[(3-cyanobenzyl)imino]methyl}ben
Filiaciones:
Zerecero-Silva, P:
Univ Nacl Autonoma Mexico, Fac Quim, Mexico City 04510, DF, Mexico
Jimenez-Solar, I:
Univ Nacl Autonoma Mexico, Fac Quim, Mexico City 04510, DF, Mexico
Crestani, MG:
Univ Nacl Autonoma Mexico, Fac Quim, Mexico City 04510, DF, Mexico
Arevalo, A:
Univ Nacl Autonoma Mexico, Fac Quim, Mexico City 04510, DF, Mexico
Barrios-Francisco, R:
Univ Nacl Autonoma Mexico, Fac Quim, Mexico City 04510, DF, Mexico
Garcia, JJ:
Univ Nacl Autonoma Mexico, Fac Quim, Mexico City 04510, DF, Mexico
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