0000000001305059

AUTHOR

Mathieu Berthelot

showing 12 related works from this author

Synthesis and characterization of novel quinolyl porphyrins as receptors. Study of their association with halophenols and 4nitrophenol as a reference

2020

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…

Inorganic Chemistrychemistry.chemical_compoundchemistry010405 organic chemistrychemistry.chemical_element4-Nitrophenol[CHIM.COOR]Chemical Sciences/Coordination chemistryZinc010402 general chemistryReceptor01 natural sciencesCombinatorial chemistry0104 chemical sciences
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Oxidative C-N fusion of pyridinyl-substituted porphyrins.

2018

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.

Oxidative phosphorylation010402 general chemistry01 natural sciencesMedicinal chemistryCatalysischemistry.chemical_compound[CHIM.ANAL]Chemical Sciences/Analytical chemistryMaterials Chemistrypolycyclic compoundsMolecule[CHIM.COOR]Chemical Sciences/Coordination chemistrydimers fused porphyrin absorption-bands electrosynthesis displacement arrays anthracenes snar tapes pi-extended porphyrinsFusion010405 organic chemistryChemistry[CHIM.ORGA]Chemical Sciences/Organic chemistryMetals and AlloysCationic polymerizationGeneral Chemistry[CHIM.MATE]Chemical Sciences/Material chemistry0104 chemical sciencesSurfaces Coatings and FilmsElectronic Optical and Magnetic MaterialsIntramolecular forceCeramics and CompositesPyridiniumCyclic voltammetryChemical communications (Cambridge, England)
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Regioselective C–H amination of free base porphyrins via electrogenerated pyridinium-porphyrins and stabilization of easily oxidized amino-porphyrins…

2020

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.

Protonation010402 general chemistry01 natural sciencesCatalysischemistry.chemical_compound[CHIM.ANAL]Chemical Sciences/Analytical chemistryPyridinePolymer chemistryMaterials ChemistryNucleophilic substitution[CHIM.COOR]Chemical Sciences/Coordination chemistryAmination[CHIM.ORGA]Chemical Sciences/Organic chemistry010405 organic chemistryMetals and AlloysFree base[CHIM.MATE]Chemical Sciences/Material chemistryGeneral ChemistryPorphyrin0104 chemical sciencesSurfaces Coatings and FilmsElectronic Optical and Magnetic MaterialschemistryCeramics and CompositesPyridiniumPiperidineChemical Communications
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Near-infrared emissive bacteriochlorin-diketopyrrolopyrrole triads: Synthesis and photophysical properties

2019

International audience; The synthesis of unprecedented energy transfer triads containing a near-infrared (NIR) emissive bacteriochlorin subunit and two diketopyrrolopyrrole (DPP) moieties linked to each other via ethynyl or zero-carbon spacers is presented. Their optical and fluorescence properties were determined in CHCl3 and toluene. These photophysical measurements highlight the ability of DPP scaffold to act as an effective energy donor, which once excited in the range 450-550 nm resulting nearly exclusively NIR emission of hydroporphyrin (ETE > 96%). Since DPP dyes are valuable structurally tunable fluorophores that may be used in the construction of high-performance multicomponent pho…

Energy-transfer triadMaterials science[CHIM.ORGA]Chemical Sciences/Organic chemistryProcess Chemistry and TechnologyGeneral Chemical EngineeringEnergy transferNear-infrared spectroscopyRational design02 engineering and technologyChromophoreFluorophore010402 general chemistry021001 nanoscience & nanotechnologyPhotochemistry01 natural sciences7. Clean energyFluorescence0104 chemical sciencesNearinfrared fluorescence HighlightsEffective energyExcited state0210 nano-technologyBacteriochlorinDiketopyrrolopyrrole
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PI-Extension of porphyrins via intramolecular aromatic oxidative C-N coupling

2019

Π-extension of porphyrins has been performed via intramolecular oxidative C-N coupling of peripheral pyridinyl fragment(s) with the porphyrin core. These fusion reactions lead to the formation of C-N bond(s) between the substituent(s) and the porphyrin. The precursors were functionnalized with 2-mercaptopyridine, 8-hydoxyquinoline and 2-picoline at their meso or β-pyrrolic positions via aromatic nucleophlic substitution, cross-coupling reaction or reaction of the macrocycle with organolithium reagents. Voltametric analyses revealed some marked differences on the reactivity of the porphyrins depending on their substitution pattern and metalation (nickel(II) or zinc(II)). Chemical and electro…

PorphyrinHeterocyclic chemistryChimie hétérocycliqueÉlectrochimie moléculairePorphyrineSynthèse mhétérocycliqueulti-Étapes[CHIM.CRIS]Chemical Sciences/Cristallography[CHIM.CRIS] Chemical Sciences/CristallographyFusionMulti-Step synthesisMolecular electrochemistry
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CCDC 1919134: Experimental Crystal Structure Determination

2020

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

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parametersaqua-[515-bis(4-methylphenyl)-10-phenyl-20-(quinolin-8-yl)porphyrinato]-zinc 4-nitrophenolExperimental 3D Coordinates
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CCDC 1919135: Experimental Crystal Structure Determination

2020

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

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters246-trichlorophenol 515-bis(4-methylphenyl)-10-phenyl-20-(quinolin-8-yl)porphyrin unknown solvateExperimental 3D Coordinates
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CCDC 1557313: Experimental Crystal Structure Determination

2018

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

Space GroupCrystallographyCrystal SystemCrystal Structure(515-bis(4-methylphenyl)-10-phenyl-20-[(pyridin-2-yl)sulfanyl]porphyrinato)-nickel(ii) chloroform solvateCell ParametersExperimental 3D Coordinates
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CCDC 1952439: Experimental Crystal Structure Determination

2019

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

5101520-tetraphenylporphyrin-2-amineSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1557314: Experimental Crystal Structure Determination

2018

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

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters(515-bis(4-methylphenyl)-10-[(pyridin-2-yl)sulfanyl]porphyrinato)-nickel(ii)Experimental 3D Coordinates
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CCDC 1813003: Experimental Crystal Structure Determination

2018

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

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters(1020-bis(p-tolyl)-15-phenyl-5-(pyrido[21-b][13]thiazin-5-ium)[234-at]porphyrinato)-nickel(ii) hexafluorophosphateExperimental 3D Coordinates
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CCDC 1952440: Experimental Crystal Structure Determination

2019

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

Space GroupCrystallography[1-(271217-tetra-t-butylporphyrinato-5-yl)pyridinium]-zinc(ii) tetrafluoroborate dichloromethane solvate hydrateCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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