Porphyrins are macrocyclic compounds that have been widely investigated over the past century. These natural products are aromatic systems that have numerous applications. Due to the valuable properties exhibited by porphyrins, related macrocycles have also been investigated. In this work, syntheses of carbaporphyrinoid systems have been investigated. Dialdehydes derived from Diels-Alder adducts have been reacted with a tripyrrane under acidic conditions in an attempt to generate carbachlorins. In addition, the formation of a novel quiniporphyrin structure with a quinoline unit in place of one of the usual pyrrole rings is under investigation. The strategy devised to prepare this structure involves reacting a quinoline dialdehyde with a tripyrrane under acidic conditions. It is anticipated that quiniporphyrins will be effective organometallic ligands that can potentially form bimetallic derivatives.

Investigations into the synthesis of novel carbaporphyrinoids using a ‘3 + 1’ approach

2019 Spring National Meeting

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