Cyclometalated Arylazo Compounds. Part 4. <i>ortho</i>‐cyano‐1‐arylazonaphthalenes and 3‐amino‐2‐arylbenzo [<i>g</i>]indazoles from cyclopalladated 1‐arylazonaphthalenes. 4th communication on compounds with a metal‐arene σ‐bond

Abstract

Abstract The reaction of a cyclopalladated 1‐arylazonaphthalene with tetrabutylammonium cyanide leads to an ortho ‐cyano‐1‐arylazonaphthalene and a 3‐amino‐aryl‐benzo[g]indazole, depending upon whether triphenylphosphine or 1,2‐bis(diphenyl‐phosphino)ethane (DIPHOS) is used to monomerize the binuclear Pd(II)‐complex. In a similar insertion reaction with cyclohexyl isocyanide the corresponding 3‐( N ‐cyclohexyl)‐aminoindazole is formed. A Pd(II)‐isocyano complex is shown to be a possible intermediate in that conversion.