Abstract

l-(−)-Fenchone 4 was reacted with RONH2·HCl (R = H or Me) and pyridine in ethanol to give l-fenchone oxime 5a and the corresponding O-methyl derivative 5b in 64 and 82% yields, respectively. Reactions of oximes 5a,b with Pd(OAc)2 in acetic acid at 80 °C followed by treatment with LiCl provided dimeric cyclopalladated complexes 7a,b in 65 and 49% yields. Compounds 7a,b were then converted to the mononuclear PPh3 derivatives 8a,b in 99 and 78% yields. The proposed structures of the synthesized complexes were supported by 1H, 13C{1H}, DEPT and 2D NMR spectra. Molecular structures of complexes 8a,b confirmed their trans-N,P geometry and the presence of the (sp3)C–Pd bond.

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