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Updated: Oct 3, 2026

Amide Coupling Reaction for the Synthesis of Bispyridine-based Ligands and Their Complexation to Platinum as Dinuclear Anticancer Agents
Published on: May 28, 2014
A New Binucleating Ligand Based on Anthracene and Its Cofacial Dirhodium(I) and Diiridium(I) Complexes
María del Rosario Benites1, Frank R. Fronczek, Robert P. Hammer
1Department of Chemistry, Louisiana State University, Baton Rouge, Louisiana 70803.
Abstract:
A new bis(beta-keto enamine) ligand (2a, ABIH(2)) containing a 1,8-anthracenediyl bridging group has been synthesized by a four-step procedure that relies on the Pd-catalyzed cross-coupling between (3,5-dimethylisoxazol-4-yl)trialkyltin and 1,8-dibromoanthraquinone or -anthracene. The molecular structures of the 1,8-bis(3,5-dimethylisoxazol-4-yl)anthraquinone (8) and -anthracene (10) intermediates were determined by X-ray analysis. Crystal data for 8: orthorhombic, space group Pbca; a = 14.351 (2), b = 11.932 (1), c = 23.278 (2) Å; V = 3986 (1) Å(3); Z = 8; R = 0.057 for 2615 reflections. Crystal data for 10: orthorhombic, space group P2(1)2(1)2(1); a = 7.104 (1), b = 12.805 (1), c = 22.280 (2) Å; V = 2026.7 (6) Å(3); Z = 4; R = 0.066 for 3423 reflections. The rigid ABIH(2) ligand, whose chelating moieties are constrained to be cofacial, allows the preparation of a new family of cofacial bimetallic complexes (ABI)[ML(2)](2) with controllable environments around the metal centers. Two novel cofacial binuclear complexes 4 and 5, with ML(2) = dicarbonylrhodium(I) and (eta(4)-1,5-cyclooctadiene)iridium(I), have been synthesized by reaction of ABIH(2) with [(&mgr;-Cl)Rh(CO)(2)](2) and [(&mgr;-Cl)Ir(COD)](2), respectively. NMR data indicate the formation of meso and racemic atropisomers for 2a, 4, and 5.
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