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Rational design, synthesis and characterization of amide functionalized pyridine and benzimidazole transition metal complexes Samuel S.K. Asem December 14, 2011 This study expands our efforts to make a new class of Pt (II) compounds analogous to cisplatin and its derivatives using sterically hindered ligands. Pt compounds in this series have been synthesized using specially designed pyridine and benzimidazole ligands. These heterocycles, amide functionalized at position 2 with aryl and alkyl pendants, rapidly change their mode of coordination depending on the pH of the medium. These ligands, synthesized using condensation chemistry, also coordinate to Co(II), Ni(H), Cu(lI), and Zn(1I) generally as anionic bis-chelates through the benzimidazole nitrogen and the carbonyl oxygen, creating a four-coordinate complex with the exception of an unusual trigonal bipyramidal Zn(H) complex. I H NMR temperature studies reveal that these ligands interconvert between imide and amide isomers and that electron withdrawing pendants favor amide isomers. Crystal structures of Co(II) and Ni(1I) complexes of N-( I-methylbenzimidazol-2-yl)cyclohexanecarboxamide, for example, show two ligands bind per metal ion when reacted with acetate and nitrate salts. The bischelates of these Ni(1I) complexes also show expansions of their coordination spheres

Rational design, synthesis and characterization of amide functionalized pyridine and benzimidazole transition metal complexes.