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Keywords:

  • carbon–carbon coupling;
  • coordination modes;
  • iron;
  • Pacman;
  • porphyrinoids;
  • terpyridines

Abstract

The two different coordination spheres afforded by Pacman architectures offer cooperativity derived from two different metal centers. A modular strategy is developed to produce a hetero-Pacman scaffold featuring a porphyrin and terpyridine for metal-ion binding. A double Suzuki reaction was employed to first attach a terpyridine moiety to a xanthene backbone and then attach a porphyrin. The new hetero-Pacman scaffold has been characterized and all building blocks have been isolated and structurally characterized. The principle objective to incorporate different metal centers was confirmed by isolating a trinuclear complex comprising two porphyrinic units and a bis(terpyridine)–iron unit. The compounds described herein expand the Pacman scaffold concept by allowing for the incorporation of a terpyridine–metal complex proximate to a porphyrin-cofactor active site for small-molecule activation.