0000000000731297
AUTHOR
Amandine Didier
A Versatile and Convenient Method for the Functionalization of Porphyrins
International audience; The condensation of 3-(chloromethyl)benzoyl chloride with different atropisomers of meso-(tetra-o-aminophenyl)porphyrin (TAPP), followed by the reaction of a series of nucleophilic reagents leads, among others, to precursors of biomimetic models of heme proteins such as cytochrome c oxidase (CcO). This synthesis can also be applied as an efficient two-step reaction to obtain highly functionalized porphyrin derivatives potentially useful for cation binding.
Application of 3-Quinolinoyl Picket Porphyrins to the Electroreduction of Dioxygen to Water: Mimicking the Active Site of Cytochromec Oxidase
International audience
The reduction of molecular oxygen by iron porphyrins
Abstract Molecular assemblies have been synthesised to reproduce the structure of the cytochrome c oxidase (C c O) active site and to explore the roles played by its different features. It was discovered that a single iron porphyrin, adsorbed at the surface of a graphite electrode, is a selective catalyst for the four-electron reduction of dioxygen to water, at pH 7. To cite this article: D. Ricard et al., C. R. Chimie 5 (2002) 33–36
Further synthetic and structural investigations of new pre-organized picket porphyrins
The straightforward synthesis of three new picket porphyrins with a restrained conformation is described. These porphyrins have an unusual behavior due to the conjugated but still flexible nature of their pickets. The crystal structure of their common precusor is also reported and confirms the presumed geometry of this type of picket. Indeed, the latter one is formally obtained by the conjugation of two aromatic rings through an amide bond. Although the specific shape of the picket is expected to overcrowd the center of the porphyrin, it is shown that different types of nucleophilic reagents can add easily on these pickets.