| Abstract |
Reactions of the ferrocenylalkyl isocyanides C drop NCH(R)Fc (Fc = Fe(eta(5)-C5H5)(eta(5)-C5H4), R = cHex, tBu) with imines and carboxylic acids lead to derivatives of valine or of antibiotics (beta-lactams and penicillins) containing the ferrocenyl group which could not be cleaved from the molecules under acidic conditions. The formation of the penicillin derivatives is stereoselective. The isocyanides C drop NCH(R)Fc (R = H, iPr, cHex) and C drop N(EtO2C)C double bond CHFe react with [AuCl(PPh3)] to give the corresponding gold(I) complexes [AuL(PPh3)]A (L = ferrocenyl alkyl isocyanide, A = Cl or BPh4 when the reaction is carried out in the presence of Na[BPh4]). Cyclic voltammetry in aprotic medium shows that these complexes undergo a reversible single electron oxidation at the iron(II) site at a platinum electrode at a potential which is similar to that observed for the corresponding uncoordinated isocyanides. (C) 1998 Elsevier Science S.A. |
