Synthesis and reactivity of platinum and palladium complexes with α-amino acids, peptides and derivatives thereof: platinum (II) as amino protecting group

Wolfgang Beck
1988 Pure and Applied Chemistry  
Platinum(I1) has been proven to be an effective amino protecting group of a-amino acids. A series of reactions at the carboxylic group of N-coordinated a-amino acids has been carried out to give platinum(I1) complexes with peptide esters, a-amino acid amides and anhydrides and very reactive a-amino acid chlorides as ligands. Peptide synthesis at platinum(I1) and removal of platinum(I1) by hydrogenation with hydrogen proceeds practically without racemisation. Platinum(I1) and palladium(I1)
more » ... palladium(I1) complexes of derivatives of a-amino acids have been prepared, containing Schiff bases, N-glycosides from monosaccharides and a-amino acids, N-chloro amino acid esters, N-diphosphino, N-dithiocarboxy amino acids, a-imino acids, the three functional ligands a,B-and y,b-dehydro amino acids and N-carboxy-a-dehydroamino acid anhydrides (Leuchs anhydrides). In cis-C12Pd(allylglycine) the y,$-dehydro-a-amino acid is coordinated via the amino and C=C groups. Representatives of the new complexes have been characterized by crystal structure determination. ch-bzw. t m N -ClaPt(a-Aminorlure)o + 2 a-Aminorliureeater bzw. (ref .1 , Pcpt idester clr-bzr. .h4N-Cl,Pt(Peptiderter)a 1357
doi:10.1351/pac198860081357 fatcat:v6t5mjpc2vgbto6phx2oa2hbeu