Metal Complexes of Biologically Important Ligands, CLVI [1]. Metal Complexes of 4-Iodo-L-phenylalanine. Oxidative Addition of 4-Iodo-L-phenylalanine Ester to Palladium(0)

Abstract

4-Iodo-L-phenylalanine gives with the chloro bridged compounds [(Et3P)PtCl2]2, [(Et3P)PdCl2]2 and [Cp*IrCl2]2 the N,O-chelate complexes (L)(Cl)M[NH2-C(H)(CH2C6H4I)CO2] (M = Pt, Pd, Ir; L = PEt3, Cp* ) (1 - 3). Oxidative addition of N-protected 4-iodo-L-phenylalanine methylester to Pd(dba)2 in the presence of 2,2’-bipyridyl or of triphenylphosphine affords the p-phenyl metallated amino acids (bipy)(I)Pd[C6H4CH2C(H)(NHR)CO2Me] (4,5) and (PPh3)2 (I)Pd[C6H4CH2C(H)(NHR) CO2Me] (6,7). Oxidative addition of the coordinated 4-iodo-Lphenylalaninate in (Et3P)(Cl)M[NH2C(H)(CH2C6H4I)CO2] to Pd(dba)2 was also observed.