Abstract |
Metal-mediated coupling between equimolar amounts of cis-[PdCl2(CNR1)(2)] (1-5) and the amino acid esters L-HTyrOMe (7) or L-HProOtBu (8) proceeds at 40 C in chloroform over ca. 6 h. The subsequent workup affords the complexes cis-[PdCl2(CNR1)(C(TyrOMe)=NHR1)(1) (R-1 = Xyl 9, 2-Cl-6-Me-C6H3 10) or cis-[PdCl2(CNR1)\C(ProOtBu)=NHR1\] (R-1 = Xyl 11, 2-CE-6-Me-C6H3 12, Cy 13, tBu 14, 2-naphthyl 15) in good to excellent isolated yields (75-94\%). The corresponding reaction between trans-[Pdl(2)(CNR1)(2)] (6) and 8 brings about the formation of trans-[Pd1(2)(CNCy)\C(ProOtBu) NHCy)1 (16, 76\% isolated yield). The reaction of 6 with 7 proceeds non-selectively giving a broad mixture of products. Complexes 9-16 were characterized by elemental analyses (C, H, N), ESI+/- -MS, IR, 1D (H-1, C-13(H)) and 2D (H-1,H-1 -COSY, H-1,C-13-HMQC/1H,13C-HSQC, 1H,13C-HMBC) NM R spectroscopic techniques, and by single-crystal X-ray diffraction (for 9, 11-13, and 16). |