Diamination of phenylene dihalides catalyzed by a dicopper complex.
Diamination of phenylene dihalides with aqueous ammonia to give the corresponding phenylenediamines can be achieved by using a dicopper complex [Cu(2)(bpnp)(OH)(CF(3)COO)(3)] (1) (bpnp = 2,7-bis(pyridine-2-yl)-l,8-naphthyridine) as the catalyst in the presence of Bu(4)NBr and Cs(2)CO(3) in high yields. In addition, 1,3,5-tribromobenzene was converted into benzenetriamine quantitatively under the same conditions. This method offers a new opportunity, particularly simplifying steps and increasing yields, for the preparation of aryl diamines.
Department of Chemistry, National Taiwan University, Taipei 106, Taiwan.
Bei-Sih
BS
Liao
Shiuh-Tzung
ST
Liu
D000586:Amination; D000588:Amines / Q000138:chemical synthesis* / Q000737:chemistry; D000641:Ammonia / Q000737:chemistry; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D006846:Hydrocarbons, Halogenated / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000138:chemical synthesis / Q000737:chemistry*
D000588:Amines; D006846:Hydrocarbons, Halogenated; D009942:Organometallic Compounds; D000641:Ammonia; D003300:Copper