0000000000115995
AUTHOR
Lydie Michaudet
Influence of Pendant Arms Bearing Ligating Groups on the Structure of Bismuth Porphyrins: Implications for Labeling Immunoglobulins Used in Medical Applications
International audience; The synthesis of two picket bismuth(III) porphyrins is reported, and their crystal structures are compared. The influence of the nature of the pickets, as well as their number, is discussed in terms of stability, kinetics of metalation, structure, and distortion of the porphyrin. Unexpectedly, the resultsindicate that the coordination sphere of bismuth is not affected by different types of distortion nor is the stability of the complex. For both types of complexes, the X-ray crystallography revealed that a single arm is actually in direct interaction with the bismuth cation, thereby allowing furtherfunctionalization on the porphyrin core as the linkage with immunoglo…
Synthesis and crystal structure of an unprecedented bismuth porphyrin containing ester pendant arms
International audience; An easily prepared porphyrin with pendant arms is shown to form a stable complex with bismuth(III) ion; the complex is eight coordinate with a square antiprismatic coordination geometry; the solid-state structure exhibits the formation of a dimer assembled via mutual coordination of a terminal ester group.
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.
Synthesis, characterization and electrochemistry of bismuth porphyrins: X-ray crystal structure of (OEP)Bi(SO3CF3)
The metalation of several free base porphyrins by the bismuth salts Bi(NO3)3 and Bi(SO3CF3)3 in DMF or pyridine is described. The resulting stable Bi(III) porphyrin complexes are characterized by electrochemistry, 1H NMR and UV-vis spectroscopy. The structure of ( OEP ) Bi ( SO 3 CF 3) was also determined by single-crystal X-ray diffraction and shows that ( OEP ) Bi ( SO 3 CF 3) exists as a dimer which is stabilized by electrostatic interactions in which the two [(OEP)Bi]+ cations are linked via oxygen atoms of two symmetrically related [Formula: see text] anions, leading to a heptacoordinated bismuth center. Electrochemical oxidation of ( OEP ) Bi ( SO 3 CF 3) and ( T p TP ) Bi ( SO3CF3 )…