Image
Téléphone
05 40 00 89 42
Groupe de recherche
Nano-structures Organiques
Statut
Permanent
Poste
Chercheur
Batiment
A12
Etage
1° Est
Titres et grades universitaires :
1992 : DEA Chimie Moléculaire, Université Joseph Fourier, Grenoble.
1995 : Doctorat de Chimie Organique de l'Université Joseph Fourier, Grenoble. (Directeurs de thèse : M. Fontecave, S. Ménage)
2005 : Habilitation à Diriger des Recherches soutenue le 27 janvier 2005 à l'Université Bordeaux 1.
Postes occupés :
1996-97 : Post-doc au Lawrence Berkeley National Laboratory (EU, Pr R. H. Fish)
1997 : Chargé de Recherche au CNRS à l'Institut des Sciences Moléculaires
2008-2015 : Directeur du groupe Nanostructures Organiques
2010 : Directeur de Recherche CNRS
Thèmes de Recherche :
Chimie de coordination et chimie supramoléculaire dans/sur les phases perfluorées :
Mise au point de méthodologies d’immobilisation de complexes de coordination dans les perfluorocarbures. Applications à la catalyse, la détection/titration d’analytes et aux extractions sélectives. Développement de gélifiants des perfluorocarbures. Modifications de surfaces (SiO<sub>2</sub>, téflon) par adsorption de complexes de cuivre fluorés.
Catalyse au cuivre :
-Développement de précatalyseurs au cuivre(II) photoréductibles pour des applications en catalyse au cuivre(I), en particulier pour la chimie click (ANR-13-BS07-0006-01, project “PET-Cat” 2013-2017)
- Développement de catalyseurs au cuivre(I/II) pour les réactions d’oxydation, addition et polymérisation par transfert radicalaire d’atomes et polymérisation radicalaire, et chimie click.
Réactions photo-induites :
Développement de réactions photosensibilisées par des cétones aromatiques.
Organocatalyse asymétrique :
Réactions d’aldolisations par des dérivés de la proline pour des applications en synthèse de de produits naturels et leurs dérivés, et la synthèse de polymères.
Publications
(). Self-Assembly of the Co-Catalysts of a Dual Photoredox/Hydrogen Atom Transfer Catalytic Process: Curiosity or Opportunity?. In Chemphotochem (Vol. 9, Issue 5, p. e202400406). https://doi.org/10.1002/cptc.202400406
(). Long-chain per-/poly-fluoroalkyl substances (PFASs) and their supramolecular interactions. In Trends in Chemistry (Vol. 7, Issue 3, p. 106-109). https://doi.org/10.1016/j.trechm.2025.01.004
(). Viridium: A Stable Radical and Its π-Dimerization. In Journal of the American Chemical Society (Vol. 147, Issue 2, p. 1823-1830). https://doi.org/10.1021/jacs.4c13807
(). Photogeneration of Chlorine Radical from a Self-Assembled Fluorous 4CzIPN•Chloride Complex: Application in C−H Bond Functionalization. In Angewandte Chemie International Edition (Vol. 63, Issue 26, p. e202402964). https://doi.org/10.1002/anie.202402964
(). Cyclic Carbonates through the Photo-Induced Carboxylative Cyclization of Allylic Alcohol with CO2: A Comprehensive Kinetic Study of the Reaction Mechanism by In Situ ATR-IR Spectroscopy. In Catalysts (Vol. 13, Issue 6, p. 939). https://doi.org/10.3390/catal13060939
(). Light-Triggered Nickel-Catalyzed Azide−Alkyne Cycloaddition for the Preparation of 1,5-Disubstituted 1,2,3-Triazoles. In Advanced Synthesis and Catalysis (Vol. 364, Issue 24, p. 4266-4270). https://doi.org/10.1002/adsc.202201026
(). Dual Photoredox Ni/Benzophenone Catalysis: A Study of the NiIIPrecatalyst Photoreduction Step. In Journal of Organic Chemistry (Vol. 87, Issue 16, p. 11172-11184). https://doi.org/10.1021/acs.joc.2c01467
(). Alkylation of the α-amino C-H bonds of anilines photocatalyzed by a DMEDA-Cu-benzophenone complex: reaction scope and mechanistic studies. In Organic and Biomolecular Chemistry (Vol. 19, Issue 26, p. 5800-5805). https://doi.org/10.1039/d1ob00960e
(). Visible-light induced photochemistry of Electron Donor-Acceptor Complexes in Perfluoroalkylation Reactions: Investigation of halogen bonding interactions through UV–Visible absorption and Raman spectroscopies combined with DFT calculations. In Journal of Molecular Liquids (Vol. 333, p. 115993). https://doi.org/10.1016/j.molliq.2021.115993
(). A Bis-Acridinium Macrocycle as Multi-Responsive Receptor and Selective Phase-Transfer Agent of Perylene. In Angewandte Chemie International Edition (Vol. 59, Issue 51, p. 23206-23212). https://doi.org/10.1002/anie.202009212
(). A fluorous sodium l-prolinate derivative as low molecular weight gelator for perfluorocarbons. In Chemical Communications (Vol. 56, Issue 61, p. 8655-8658). https://doi.org/10.1039/d0cc02446e
(). Fluorous Tags and Phases for Synthesis and Catalysis. In Biphasic Chemistry and the Solvent Case (p. 63-104). https://doi.org/10.1002/9781119695080.ch2
(). Dual Benzophenone/Copper-Photocatalyzed Giese-Type Alkylation of C(sp3)−H Bonds. In Chemistry A European Journal (Vol. 25, Issue 70, p. 16120-16127). https://doi.org/10.1002/chem.201904111
(). How the Horváth paradigm, Fluorous Biphasic Catalysis, affected oxidation chemistry: Successes, challenges, and a sustainable future. In Coordination Chemistry Reviews (Vol. 380, p. 584-599). https://doi.org/10.1016/j.ccr.2018.11.004
(). Correction: Unexpected surface interactions between fluorocarbons and hybrid organic inorganic perovskites evidenced by PM-IRRAS and their application towards tuning the surface potential (Materials Horizons (2019) DOI: 10.1039/c8mh01119b). In Materials Horizons (Vol. 6, Issue 1, p. 198). https://doi.org/10.1039/c8mh90034e
(). Unexpected surface interactions between fluorocarbons and hybrid organic inorganic perovskites evidenced by PM-IRRAS and their application towards tuning the surface potential. In Materials Horizons (Vol. 6, Issue 1, p. 192-197). https://doi.org/10.1039/c8mh01119b
(). Photoredox Catalysis at Copper(II) on Chitosan: Application to Photolatent CuAAC. In Advanced Synthesis and Catalysis (Vol. 360, Issue 23, p. 4615-4624). https://doi.org/10.1002/adsc.201800964
(). Light-mediated iodoperfluoroalkylation of alkenes/alkynes catalyzed by chloride ions: Role of halogen bonding. In Chemical Communications (Vol. 54, Issue 54, p. 7451-7454). https://doi.org/10.1039/c8cc02765j
(). Fluorous gels of a fluorous alcohol using a low molecular weight anthracene organogelator. In Journal of Fluorine Chemistry (Vol. 205, p. 30-34). https://doi.org/10.1016/j.jfluchem.2017.11.011
(). 2D and 3D surface photopatterning via laser-promoted homopolymerization of a perfluorophenyl azide-substituted BODIPY. In Nanoscale (Vol. 9, Issue 43, p. 16908-16914). https://doi.org/10.1039/c7nr06848d
(). Metal-free and light-promoted radical iodotrifluoromethylation of alkenes with Togni reagent as the source of CF3 and iodine. In Chemical Communications (Vol. 53, Issue 25, p. 3547-3550). https://doi.org/10.1039/c7cc00214a
(). Light-promoted metal-free cross dehydrogenative couplings on ethers mediated by NFSI: Reactivity and mechanistic studies. In Chemical Communications (Vol. 53, Issue 94, p. 12708-12711). https://doi.org/10.1039/c7cc05854c
(). Benzophenone vs. Copper/Benzophenone in Light-Promoted Atom Transfer Radical Additions (ATRAs): Highly Effective Iodoperfluoroalkylation of Alkenes/Alkynes and Mechanistic Studies. In Advanced Synthesis and Catalysis (Vol. 358, Issue 18, p. 2949-2961). https://doi.org/10.1002/adsc.201600501
(). Effective ascorbate-free and photolatent click reactions in water using a photoreducible copper(II)-ethylenediamine precatalyst. In Beilstein Journal of Organic Chemistry (Vol. 11, p. 1950-1959). https://doi.org/10.3762/bjoc.11.211
(). A fluorosurfactant and photoreducible CuII-tren click catalyst: surfactant and catalytic properties at liquid/liquid interfaces. In Dalton Transactions (Vol. 44, Issue 45, p. 19700-19707). https://doi.org/10.1039/c5dt02039e
(). Fluorosurfactants for applications in catalysis. In Journal of Fluorine Chemistry (Vol. 177, p. 11-18). https://doi.org/10.1016/j.jfluchem.2015.01.011
(). Copper(I)-photocatalyzed trifluoromethylation of alkenes. In Chemical Communications (Vol. 51, Issue 46, p. 9571-9574). https://doi.org/10.1039/c5cc01923k
(). Preface. In Journal of Fluorine Chemistry (Vol. 171, p. 1). https://doi.org/10.1016/j.jfluchem.2014.10.011
(). Sunlight-Driven Copper-Catalyst Activation Applied to Photolatent Click Chemistry. In Chemistry A European Journal (Vol. 20, Issue 41, p. 13181-13187). https://doi.org/10.1002/chem.201404056
(). Organocatalyzed step-growth polymerization through desymmetrization of cyclic anhydrides: Synthesis of chiral polyesters. In Chemistry A European Journal (Vol. 20, Issue 37, p. 11946-11953). https://doi.org/10.1002/chem.201402373
(). One-pot synthesis and PEGylation of hyperbranched polyacetals with a degree of branching of 100%. In Macromolecules (Vol. 47, Issue 5, p. 1532-1542). https://doi.org/10.1021/ma4026509
(). Polyaldol synthesis by direct organocatalyzed crossed polymerization of bis(ketones) and bis(aldehydes). In Macromolecules (Vol. 47, Issue 2, p. 525-533). https://doi.org/10.1021/ma402108y
(). A photoreducible copper(ii)-tren complex of practical value: Generation of a highly reactive click catalyst. In Chemistry A European Journal (Vol. 19, Issue 48, p. 16231-16239). https://doi.org/10.1002/chem.201302032
(). Organocatalyzed aldol reaction between pyridine-2-carbaldehydes and α-ketoacids: A straightforward route towards indolizidines and isotetronic acids. In Chemistry A European Journal (Vol. 19, Issue 43, p. 14532-14539). https://doi.org/10.1002/chem.201302264
(). Recent advances of fluorous chemistry in material sciences. In Chemical Communications (Vol. 48, Issue 93, p. 11382-11391). https://doi.org/10.1039/c2cc34750d
(). Copper catalyst activation driven by photoinduced electron transfer: A prototype photolatent click catalyst. In Angewandte Chemie International Edition (Vol. 51, Issue 29, p. 7137-7141). https://doi.org/10.1002/anie.201203014
(). Huisgen click cycloadditions from a copper(II)-tren precatalyst without external sacrificial reductant. In Tetrahedron Letters (Vol. 53, Issue 11, p. 1417-1420). https://doi.org/10.1016/j.tetlet.2012.01.035
(). A fluorous copper(II)-carboxylate complex which magnetically and reversibly responds to humidity in the solid state. In Journal of Fluorine Chemistry (Vol. 134, p. 49-55). https://doi.org/10.1016/j.jfluchem.2011.03.002
(). Fluorous catalysis: From the origin to recent advances. In Topics in Current Chemistry (Vol. 308, p. 153-174). https://doi.org/10.1007/128_2011_241
(). Reversible hydrocarbon/perfluorocarbon phase-switching of [Ru(bipy) 3]2+ driven by supramolecular heteromeric fluorous carboxylate-caboxylic acid H-bond interactions. In Chemical Communications (Vol. 47, Issue 29, p. 8250-8252). https://doi.org/10.1039/c1cc12641e
(). Self-adaptive hydrophilic and coordinating Teflon surfaces through a straightforward physisorption process. In Chemical Communications (Vol. 46, Issue 34, p. 6261-6263). https://doi.org/10.1039/c0cc01994a
(). Chemisorption of fluorous copper(ii)-carboxylate complexes on SiO 2 surfaces: Versatile binding layers applied to the preparation of porphyrin monolayers. In Chemical Communications (Vol. 46, Issue 15, p. 2617-2619). https://doi.org/10.1039/b923525f
(). Dramatic solid-state humidity-induced modification of the magnetic coupling in a dimeric fluorous copper(11)-Carboxylate complex. In Inorganic Chemistry (Vol. 48, Issue 13, p. 5623-5625). https://doi.org/10.1021/ic9005218
(). A triblock fluorous surfactant as a specific gelator for perfluorocarbons. In Chemical Communications (Issue 34, p. 5133-5134). https://doi.org/10.1039/b908820b
(). Fluorous Catalysis: State-of-the-Art and Typical Reactions. In Multiphase Homogeneous Catalysis (p. 346-402). https://doi.org/10.1002/9783527619597.ch4b
(). A copper(II)-based multiphasic fluorous colorimetric ethanol assay. In New Journal of Chemistry (Vol. 32, Issue 2, p. 193-196). https://doi.org/10.1039/b716544g
(). A highly active and reusable copper(I)-tren catalyst for the "click" 1,3-dipolar cycloaddition of azides and alkynes. In Chemical Communications (Issue 6, p. 741-743). https://doi.org/10.1039/b716306a
(). Noncovalent associations in fluorous fluids. In Journal of Fluorine Chemistry (Vol. 129, Issue 10, p. 903-909). https://doi.org/10.1016/j.jfluchem.2008.06.012
(). Benzimidazole-pyrrolidine/H+ (BIP/H+), a highly reactive organocatalyst for asymmetric processes. In European Journal of Organic Chemistry (Issue 1, p. 167-177). https://doi.org/10.1002/ejoc.200600664
(). A concise organocatalytic and enantioselective synthesis of isotetronic acids. In Chemical Communications (Issue 45, p. 4782-4784). https://doi.org/10.1039/b711192d
(). Reversible fluorous phase-switching of pyridyl-tagged porphyrins: Application to the sensing of histamine in water. In Journal of Fluorine Chemistry (Vol. 127, Issue 4-5 SPEC. ISS., p. 558-564). https://doi.org/10.1016/j.jfluchem.2005.11.019
(). Pyridyl tags as phase labels in organic synthesis: Fluorous and non-fluorous approaches. In QSAR and Combinatorial Science (Vol. 25, Issue 8-9, p. 689-696). https://doi.org/10.1002/qsar.200640055
(). Fluorocarbon soluble copper(II) carboxylate complexes with nonfluoroponytailed nitrogen ligands as precatalysts for the oxidation of alkenols and alcohols under fluorous biphasic or thermomorphic modes: Structural and mechanistic aspects. In Inorganic Chemistry (Vol. 44, Issue 26, p. 9771-9778). https://doi.org/10.1021/ic051220m
(). Highlights of applications in synthesis and catalysis: 10.12 synthesis of fluorous nitrogen ligands and their metal complexes as precatalysts for applications in alkane, alkene, and alcohol oxidation, and atom transfer radical reactions. In Handbook of Fluorous Chemistry (p. 298-305). https://doi.org/10.1002/3527603905.ch10l
(). Precatalyst separation paradigms: Alkane functionalization in water utilizing in situ formed [Fe2O(η1-H2O)(η1- OAc)(TPA)2]3+, embedded in surface-derivatized silica, as an MMO model, and fluorous biphasic catalysis for alkane, alkene, and alcohol oxidation chemistry. In Topics in Catalysis (Vol. 32, Issue 3-4, p. 185-196). https://doi.org/10.1007/s11244-005-2890-9
(). Benzoimidazole-pyrrolidine (BIP), a highly reactive chiral organocatalyst for aldol process. In Tetrahedron Letters (Vol. 45, Issue 43, p. 8035-8038). https://doi.org/10.1016/j.tetlet.2004.08.171
(). Fluorous phase-switching of pyridyl-tagged substrates/products. In Organic Letters (Vol. 6, Issue 16, p. 2765-2767). https://doi.org/10.1021/ol048994b
(). Closer to the "ideal recoverable catalyst" for atom transfer radical polymerization using a molecular non-fluorous thermomorphic system. In Journal of the American Chemical Society (Vol. 126, Issue 25, p. 7764-7765). https://doi.org/10.1021/ja048096a
(). Isomerization Dynamics in Homo- and Heterochiral Atropoisomer Copper(I) Diimine Complexes: A 2D EXSY NMR Study. In Inorganic Chemistry (Vol. 43, Issue 9, p. 2947-2953). https://doi.org/10.1021/ic0353108
(). The pyridyl-tag strategy applied to the hydrocarbon/perfluorocarbon phase-switching of a porphyrin and a fullerene. In Journal of the American Chemical Society (Vol. 124, Issue 44, p. 12942-12943). https://doi.org/10.1021/ja027815n
(). A fluoroponytails containing organogelator: Gelation of perfluorotributylamine and isopropopanol. In Tetrahedron (Vol. 58, Issue 20, p. 4049-4052). https://doi.org/10.1016/S0040-4020(02)00271-5
(). A new carboxylic acid with branched ponytails for the solubilization of Mn(II) and Co(II) ions in perfluorocarbons. In Journal of Fluorine Chemistry (Vol. 108, Issue 2, p. 195-197). https://doi.org/10.1016/S0022-1139(01)00355-4
(). Fluorous biphasic catalysis. 2. Synthesis of fluoroponytailed amine ligands along with fluoroponytailed carboxylate synthons, [M(C8F17(CH2)2CO2) 2] (M = Mn2+ or Co2+). In Canadian Journal of Chemistry (Vol. 79, Issue 5-6, p. 888-895). https://doi.org/10.1139/v01-012
(). First synthesis and crystal structure of a Mn3+ complex derived from the Ogawa porphyrin-like ligand. In New Journal of Chemistry (Vol. 25, Issue 4, p. 522-524). https://doi.org/10.1039/b100169h
(). Self-recognition based on atropoisomerism with new chiral bidentate ligands and copper(I). In Chemistry A European Journal (Vol. 6, Issue 19, p. 3595-3599). https://doi.org/10.1002/1521-3765(20001002)6:19<3595::AID-CHEM3595>3.0.CO;2-W
(). Copper(I) complexes mediated cyclization reaction of unsaturated ester under fluoro biphasic procedure. In Journal of Organic Chemistry (Vol. 64, Issue 13, p. 4969-4971). https://doi.org/10.1021/jo990134z
(). Selective oxidation of cyclohexane to cyclohexanol catalyzed by a μ-hydroxo diiron(II) complex and tert-butylhydroperoxide. In Journal of the Chemical Society Dalton Transactions (Issue 12, p. 1913-1914). https://doi.org/10.1039/a902225b
(). Structure of a (μ-Oxo)(dihydroxo)diiron(III) complex and its reactivity toward phosphodiesters. In Inorganic Chemistry (Vol. 36, Issue 27, p. 6148-6149). https://doi.org/10.1021/ic9711877
(). Model complexes of di-iron sites in methane mono-oxygenase and ribonucleotide reductase: Structure and reactivity. In Biochemical Society Transactions (Vol. 25, Issue 1, p. 65-69). https://doi.org/10.1042/bst0250065
(). Alkane oxidation catalyzed by μ-oxo bridged diferric complexes: An overall mechanism. In Journal of Molecular Catalysis A Chemical (Vol. 113, Issue 1-2, p. 61-75). https://doi.org/10.1016/S1381-1169(96)00090-8
(). A New Type of Trinuclear Oxoiron(III) Cluster. In Angewandte Chemie International Edition in English (Vol. 34, Issue 2, p. 205-207). https://doi.org/10.1002/anie.199502051
(). μ-Oxo-bridged diiron(III) complexes and H2O2: Monooxygenase- and catalase-like activities. In Journal of the Chemical Society Dalton Transactions (Issue 14, p. 2081-2084). https://doi.org/10.1039/DT9940002081
(). Alkane Oxidation Catalyzed by μ-Oxo-Bridged Diferric Complexes: A Structure/Reactivity Correlation Study. In Inorganic Chemistry (Vol. 32, Issue 22, p. 4766-4773). https://doi.org/10.1021/ic00074a019