0000000001305058
AUTHOR
Asmae Bousfiha
Synthesis and characterization of novel quinolyl porphyrins as receptors. Study of their association with halophenols and 4nitrophenol as a reference
International audience; In this work, new receptors built on the porphyrin scaffold were synthesized for halophenols recognition. A quinolyl group was introduced on the porphyrin's periphery as binding site, to form two series of molecules based on two distinct porphyrin frames and which were obtained in free base and zinc forms. The binding between these porphyrin based receptors and halophenols (2,3,4,6tetrachlorophenol, 2,4,6-trichlorophenol or 2,4,6-tribromophenol) was studied. As established by 1 H NMR spectroscopy, the binding constants are in the range of two-digit numbers, which value is correlated with the porphyrin structure (substitutive pattern, form of the free base or Zn II co…
Oxidative C-N fusion of pyridinyl-substituted porphyrins.
International audience; The mild (electro) chemical oxidation of pyridin-2-ylthio-meso substituted Ni(II) porphyrins affords C-N fused cationic and dicationic pyridinium-based derivatives. These porphyrins are fully characterized and the molecular structure of one of them was confirmed by X-ray crystallography. A mechanism for the intramolecular oxidative C-N coupling is proposed based on theoretical calculations and cyclic voltammetry analyses.
Recent advances in electrochemical meso- and β-functionalization of porphyrins and electrografting of diazonium porphyrins
Abstract Recent studies on electrochemical meso- and β-functionalization of porphyrins and electrografting of diazonium porphyrin are presented. First, the electrochemical oxidative C–C coupling between porphyrins will be presented, followed by the intermolecular and intramolecular meso- and β-substitutions of porphyrins. Then, the latest results on diazonium porphyrin electrografting will be reviewed.
Regioselective C–H amination of free base porphyrins via electrogenerated pyridinium-porphyrins and stabilization of easily oxidized amino-porphyrins by protonation
Four free base aminoporphyrins were synthesized in two steps via regioselective anodic nucleophilic substitution with pyridine followed by ring opening of the electrogenerated pyridinium with piperidine. The X-ray crystallographic structure of the unstable 2-aminotetraphenylporphyrin was solved. Protonation of this latter compound leads to the stable diiminium porphyrin salt.
Inter- and Intramolecular Anodic Nucleophilic Substitutions of Porphyrins. Reactivity of the resulting products
This manuscript presents the functionalization of porphyrins by anodic nucleophilic substitution (SNAn). After an introduction describing generalities on porphyrin, the 2nd chapter deals with the 2-step synthesis of primary aminoporphyrins. The 1st electrochemical step consists in oxidizing the porphyrin at the 1st oxidation potential in the presence of pyridine. The formed pyridinium-porphyrin is then transformed into an amine by opening the pyridinium fragment by nucleophilic attack of piperidine.The 3rd chapter presents the synthesis and redox reactivity of porphyrins substituted with one (or several) aromatic groups carrying an imine function (thiopyrimidine, quinoline and aminopyridine…
CCDC 1919134: Experimental Crystal Structure Determination
Related Article: Julie Echaubard, Asmae Bousfiha, Mathieu Berthelot, Julien Roger, Paul Fleurat-Lessard, Hélène Cattey, Sophie Fournier, Charles H. Devillers, Dominique Lucas|2020|Eur.J.Inorg.Chem.|2020|551 |doi:10.1002/ejic.201900849
CCDC 1919135: Experimental Crystal Structure Determination
Related Article: Julie Echaubard, Asmae Bousfiha, Mathieu Berthelot, Julien Roger, Paul Fleurat-Lessard, Hélène Cattey, Sophie Fournier, Charles H. Devillers, Dominique Lucas|2020|Eur.J.Inorg.Chem.|2020|551 |doi:10.1002/ejic.201900849
CCDC 1557313: Experimental Crystal Structure Determination
Related Article: Mathieu Berthelot, Guillaume Hoffmann, Asmae Bousfiha, Julie Echaubard, Julien Roger, Hélène Cattey, Anthony Romieu, Dominique Lucas, Paul Fleurat-Lessard, Charles H. Devillers|2018|Chem.Commun.|54|5414|doi:10.1039/C8CC01375F
CCDC 1952439: Experimental Crystal Structure Determination
Related Article: Asmae Bousfiha, Abdou K. D. Dimé, Amelle Mankou-Makaya, Julie Echaubard, Mathieu Berthelot, Hélène Cattey, Anthony Romieu, Julien Roger, Charles H. Devillers|2020|Chem.Commun.|56|884|doi:10.1039/C9CC07351E
CCDC 1557314: Experimental Crystal Structure Determination
Related Article: Mathieu Berthelot, Guillaume Hoffmann, Asmae Bousfiha, Julie Echaubard, Julien Roger, Hélène Cattey, Anthony Romieu, Dominique Lucas, Paul Fleurat-Lessard, Charles H. Devillers|2018|Chem.Commun.|54|5414|doi:10.1039/C8CC01375F
CCDC 1813003: Experimental Crystal Structure Determination
Related Article: Mathieu Berthelot, Guillaume Hoffmann, Asmae Bousfiha, Julie Echaubard, Julien Roger, Hélène Cattey, Anthony Romieu, Dominique Lucas, Paul Fleurat-Lessard, Charles H. Devillers|2018|Chem.Commun.|54|5414|doi:10.1039/C8CC01375F
CCDC 1952440: Experimental Crystal Structure Determination
Related Article: Asmae Bousfiha, Abdou K. D. Dimé, Amelle Mankou-Makaya, Julie Echaubard, Mathieu Berthelot, Hélène Cattey, Anthony Romieu, Julien Roger, Charles H. Devillers|2020|Chem.Commun.|56|884|doi:10.1039/C9CC07351E