METAL-COMPLEXES WITH ALLYLANILINES .2. REARRANGEMENT OF THE LIGANDS N-ALLYLANILINE, N,N-ALLYLMETHYLANILINE, 2-ALLYLANILINE PROMOTED BY COORDINATION TO PD(II) AND PT(II)

N-Allylani1ine (aa) upon reaction with Pd(II) and Pt(II) undergoes at room temperature in polar solvents C-N bond cleavage affording essentially aniline and methyl acetylene (small amounts of allene, ca <1%, being also formed). At higher temperatures (ca 90 °C) in absence of solvent intermo1 ecu I ar hydrogen transfer reaction takes place promoted by Pd(11) and N-allylide-neaniline and N-n-propyl ani1ine are formed. N, N-a 1 ly 1 methylaniline (maa) undergoes’ C3 unit elimination easier than (aa). © 1979, Taylor & Francis Group, LLC. All rights reserved.