Laboratoire de Chimie Moléculaire et Thio-organique

Recherche au LCMT

Les équipes de recherche au LCMT

Publications

Les publications du LCMT

Conférences

Les séminaires du LCMT

Groupe Jean-Luc RENAUD

COORDINATEUR

Pr. Jean-Luc RENAUD
jean-luc.renaud@ensicaen.fr

MEMBRES

  • Dr Sylvain GAILLARD, MCU
  • Quentin GAIGNARD-GAILLARD, doctorant
  • Gilbert UMUHIRE MAHORO, doctorant
  • Abdoul Gadiry DIALLO, doctorant
  • Léo BETTONI, doctorant

 

 

 

AXES DE RECHERCHE

  • Synthèse de composés organométalliques : Fer, Iridium, Cuivre, Ruthénium
  • Organocatalyse

DOMAINES D’APPLICATIONS

  • Chimie organométallique
  • Matériaux luminescents
  • Catalyse (organométallique, organique, photocatalyse)
  • Evaluation de l’activité biologique des complexes organométalliques

 

Les centres d’intérêts de notre groupe se concentrent autour de la synthèse organométallique et leurs applications en catalyse homogène, en science des matériaux ainsi que l’évaluation de leurs activités biologiques.

 

 

Sélection de certains thèmes de recherche étudiés au sein de notre groupe :
  • Catalyse : hydrogénation avec des complexes de fer

 

  • Matériaux luminescents avec des complexes d’iridium et de cuivre

 

  • Photocatalyse avec des complexes d’iridium

 

  • Organocatalyse
Tetrahedron Lett. 2007, 48, 8647.
J. Org. Chem. 2009, 74, 8963.

2020

Recent advances in solid-state lighting devices using transition metal complexes exhibiting thermally activated delayed fluorescent emission mechanism
G. U. Mahoro, J. Fernandez-Cestau, J.-L. Renaud, P. B. Coto, R. D. Costa, S. Gaillard
Adv. Optical Mater. 2020, 8, in press
doi: 10.1002/adom.202000260

Aminomethylation of Oxabenzonorbornadienes via the Merger of Photoredox and Nickel Catalysis
A.  Diallo, D. Roy, S. Gaillard, M. Lautens, J.-L. Renaud
Org. Lett. 2020, 22, 2442-2447.
doi: 10.1021/acs.orglett.0c00593

Iron-Catalyzed a-Alkylation of Ketones with Secondary Alcohols: Access to β-Disubstituted Carbonyl Compounds
L. Bettoni, S. Gaillard, J.-L. Renaud
Org. Lett. 2020, 22, 2064-2069.
doi: 10.1021/acs.orglett.0c05496

Artificial Iron Hydrogenase Made by Covalent Grafting of Knölker’s Complex into Xylanase: Application in Asymmetric Hydrogenation of an Aryl Ketone in Water
K. Kariyawasam, W. Ghattas, Y. L. De Los Santos, N. Doucet, J.-L. Renaud,. S. Gaillard, F. Avenier, J.-P. Mahy, R. Ricoux
Biotechnology and Applied Biochemistry 2020, in press.
doi: 10.1002/bab.1906

Cyclopentadienone Iron Tricarbonyl Complexes-Catalyzed Hydrogen Transfer in Water
D. Ndiaye, S. Coufourier, M. D. Mbaye, S. Gaillard, J.-L. Renaud
Molecules , 2020, 25, 421-431.
doi: 10.3390/molecules695942

Hydrogenation of CO2, Hydrogenocarbonate and Carbonate to Formate in Water using Phosphine Free Bifunctional Iron Complexes
Coufourier, Sébastien; Gaignard Gaillard, Quentin; Lohier, Jean-François; Poater, Albert; Gaillard, Sylvain; Renaud, Jean-Luc
ACS Catal, 2020, 10, 2108-2116.
doi :  10.1021/acscatal.9b04340
hal-02440349

2019

Investigating the Biological Activity of Imidazolium Aurate Salts
E. Sioriki, S. Gaillard, F. Nahra, R. Imad, K. Ullah, S. Wajid, D. Sharif, S. Fayyaz, F. Arshad, M. I. Choudhary, S. P. Nolan
Medicinal Chemistry & Drug Discovery, 2019, 11061-11065.
doi: 10.1002/slct.201903435

Iron-catalyzed β-alkylation of alcohols
Org. Lett. 2019 ASAP
L. Bettoni, S. Gaillard, J.-L. Renaud
doi: 10.1021/acs.orglett.9b03171

2,2′-Dipyridylamines: more than just sister members of the bipyridine family. Applications and Achievements in Homogeneous Catalysis and photoluminescent materials
Wang, S.;  Bruneau, C.;  Renaud, J.-L.; S. Gaillard, S.; Fischmeister, C.
Dalton Trans 2019, 48, 11599-11622.
doi: 10.1039/c9dt02165e
hal-02179651

Room temperature chemoselective reductive alkylation of amines catalyzed by a well-defined iron(II) complex using hydrogen
Lator, A.; Gaignard Gaillard, Q.; Mérel, D.; Lohier, J.-F.; Gaillard, S.; Poater, A.; Renaud, J.-L.
J. Org. Chem. 2019, 84 (11), 6813-6829.
doi: 10.1021/acs.joc.9b00581
hal-02159908

Cytotoxicity of cationic NHC copper(I) complexes coordinated to 2,2′-bis-pyridyl ligands
Elie, M.;  Umuhire Mahoro, G.; Duverger, E.; Renaud, J.-L.; Daniellou, R.; Gaillard, S.
J. Organomet. Chem, 2019, 893, 21-31.
DOI: 10.1016/j.jorganchem.2019.04.003
hal-02159919

Iron-catalyzed tandem three-component alkylation: access to alpha-methylated substituted ketones
Bettoni, L.; Seck, C.; Diagne Mbaye, M.; Gaillard, S.; Renaud, J.-L.
Org. Lett. 2019, 21 (9), 3057–3061.
DOI: 10.1021/acs.orglett.9b00630
hal-02308190

MOF-Assisted phosphine free bifunctional iron complex for the hydrogenation of carbon dioxide, sodium bicarbonate and carbonate to formate
S. Coufourier, S. Gaillard, G. Clet, C. Serre, M. Daturi, J.-L. Renaud
Chemical Communications, 2019, 55, 4977-4980.
DOI: 10.1039/C8CC09771B
hal-02159902

 

2018

Bifunctional iron complexes catalyzed alkylation of indoles
Seck,C.; Mbaye, M. D.; Gaillard, S.; Renaud, J.-L.
Adv. Synth. Catal. 2018, 360 (23), 4640-4645.
DOI: 10.1002/adsc.20180092
hal-02159937

Well-defined phosphine-free iron-catalyzed N-ethylation and N-methylation of amines with ethanol and methanol
Lator, A.; Gaillard,S.; Poater, A.; Renaud, J.-L.
Org. Lett. 2018, 20 (19), 5985-5990.
DOI: 10.1021/acs.orglett.8b02080
hal-02159935

Iron-Catalyzed Chemoselective Hydrogenation of a,b-Unsaturated Ketones
Lator, A.; Gaillard, S.; Poater, A.; Renaud, J. L
Chem. Eur. J. 2018, 24 (22), 5770-5774.
DOI: 10.1002/chem.201800995
hal-01850332

Rationalizing Fabrication and Design Towards Highly Efficient and Stable Blue Light-Emitting Electrochemical Cells based on NHC Copper(I) Complexes
Weber, M. D.; Fresta, E.; Elie, M.;  Miehlich, M.; Meyer, K.; Renaud, J. L.; Gaillard, S.; Costa, R. D.
Adv. Funct. Mater. 2018, 28 (17), 1707423.
DOI: 10.1002/adfm.201707423
hal-01850336

Advantages of N-heterocyclic carbene metal complexes in light emitting devices
Elie, M.; Renaud, J. L.; Gaillard, S.
Polyhedron 2018, 140, 158-168.
DOI: 10.1016/j.poly.2017.11.045
hal-01850338

2017

Large irradiation doses can improve the fast neutron/gamma discriminating capability of plastic scintillators
Montbarbon, E.; Amiot, M.-N.; Tromson, D.; Gaillard, S.; Frangville, C.;  Woo, R.; Bertrand, G. H. V.; Pansu, R. B.; Renaud, J.-L.;  Hamel, M.
PhysChemChemPhys 2017, 19, 28105-28115.
DOI: 10.1039/c7cp04034b
hal-01633272

Role of the bridging group in bis-pyridyl ligands: Enhancing both photo- and electro-luminescent features of cationic (IPr)Cu(I) complexes
Elie, M.; Weber, M. D.; Di Meo, F.; Sguerra, F.; Lohier, J.-F.; Pansu, R. B.; Renaud, J.-L.; Hamel, M.; Linares, M.; Costa, R. D.; Gaillard, S.
Chem. Eur. J. 2017, 23, 16328-16337.
DOI: 10.1002/chem.201703270
hal-01633172

Alkylation of Ketones Catalyzed by Bifunctional Iron Complexes: From Mechanistic Understanding to Application
Seck, C.; Mbaye, M. D.; Coufourier, S.; Lator, A.; Lohier, J.-F.; Poater, A.; Ward, T. R.; Gaillard, S.; Renaud, J.-L.
ChemCatChem 2017, 9, 4410-4416.
DOI: 10.1002/cctc.201701241
hal-01844349

Structural Variation of Carbazole Derivatives for Plastic Scintillation Applications
Montbarbon, E.; Sguerra, F.; Bertrand, G. H. V.; Gaillard, S.; Renaud, J.-L.; Pansu, R. B.; Hamel ,M.
ChemPhotoChem 2017, 1, 451-458.
DOI: 10.1002/cptc.201700055
hal-01829566

Zinc Mediated Straightforward Access to Diacylpyrroles
Faye, D.; Mbaye, M. D.; Coufourier, S.; Lator, A.; Dieng, S. Y.;  Gaillard, S.;  Renaud, J.-L.
C. R. Chimie 2017, 20, 492-499.
DOI: 10.1016/j.crci.2017.01.003
hal-01844268

Antipseudomonal activity enhancement of luminescent iridium( iii ) dipyridylamine complexes under visible blue light
E. Sauvageot, Margaux Elie, Sylvain Gaillard, R. Daniellou, P. Fechter, Isabelle Schalk, V. Gasser, J.-L. Renaud, G. Mislin
Metallomics, , 2017, 9 (12), pp.1820-1827.
doi: 10.1039/c7mt00262a
hal-02348556

2016

Recent Advances in Iron- and Cobalt-Complex-Catalyzed Tandem/Consecutive Processes Involving Hydrogenation
Renaud, J.-L.; Gaillard, S.
Synthesis 2016, 48, 3659-3683.
DOI: 10.1055/s-0035-1562791
hal-01847959

Designing NHC-copper(I) dipyridylamine complexes for blue light-emitting electrochemical cells
Elie, M.; Sguerra, F.; Di Meo, F.; Weber, M. D.; Marion, R.; Grimault, A.; Lohier, J.-F.; Stallivieri, A.; Brosseau, A.; Pansu, R. B.; Renaud, J.-L.; Linares M.; Hamel, M.; Costa, R. D.; Gaillard, S.
Appl. Mater. Interfaces 2016, 15; 8(23): 14678-91.
DOI: 10.1021/acsami.6b04647
hal-01390281

Iridium  complexes inhibit tumor necrosis factor- by utilizing light and mixed ligands
Sauvageot, E.; Lafite, P.; Duverger, E.; Marion, R.; Hamel, M.; Gaillard, S.; Renaud, J.-L.; Daniellou, R.
J. Organomet. Chem. 2016, 808, 122-127
cea-01847044
DOI:10.1016/j.jorganchem.2016.02.001

Achiral bifunctionnal (cyclopentadienone)iron tricarbonyl complexes embedded in streptavidin : Application in asymmetric hydrogenation
Mérel, D. S.; Gaillard, S.; Ward, T. ; Renaud, J.-L.
Catal. Lett. 2016, 146 (3), 564-569.
DOI : 10.1007/s10562-015-1681-6
hal-01847951

2015

Asymmetric isomerization of allylic alcohols
Cahard, D.;  Gaillard, S.; Renaud, J.-L.
Tetrahedron Lett. 2015, 56, 6159-6169.
DOI:10.1016/j.tetlet.2015.09.098

Iron-catalyzed carbon-nitrogen, carbon-phosphorus, and carbon-sulfur bond formation and cyclization reactions
Renaud, J.-L.;  Gaillard, S.
Top. Organomet. Chem. 2015, 50, 83-144.
DOI: 10.1007/3418_2015_103

Highly Active Phosphine Free Bifunctional Iron Complex for Hydrogenation of Bicarbonate and Reductive Amination
Thai, T-T.; Mérel, D. S.;  Poater, A.;   Gaillard, S.; Renaud, J.-L.
Chem. Eur. J. 2015, 21, 7066-7070.
DOI: 10.1002/chem.201500720

Iron-catalyzed reduction of carboxylic and carbonic acid derivatives
Merel, D. S. tran Do, M; L.; Gaillard, S.; Dupau, P.; Renaud, J.-L.
Coord. Chem. Rev. 2015, 288, 50-68.
DOI: 10.1016/j.ccr.2015.01.008

2014

Iron-catalyzed hydrogenation of esters to alcohols
Dupau, P.; Tran Do,  M. L.; Gaillard, S.; Renaud, J.-L.
Angew. Chem. Int. Ed. 2014, 53, 13004-13006.
DOI: 10.1002/anie.201407613 and 10.1002/ange.201407613

Microwave-irradiation and flow chemistry for a straightforward  synthesis of piano-stool iron complexes.
Pagnoux-Ozherelyeva, A.; Bolien, D.; Gaillard, S.; Peudru, F.; Lohier, J.-F.; Whitby, R. J.; Renaud, J.-L.
J. Organomet. Chem. 2014, 774, 35-42.
DOI: 10.1016/j.jorganchem.2014.09.031

Thermo- and radioluminescent polystyrene based plastic scintillators doped with phosphorescent Iridium(III) complexes.
Sguerra, F.; Marion, R.; Bertrand, G. H. V.; Sauvageot, E.; Daniellou, R.; Renaud, J.-L.; Gaillard, S.; Hamel, M.
J. Mater. Chem. C 2014, 2, 6125-6133.
DOI: 10.1039/C4TC00772G

NHC copper (I) complexes bearing dipyridylamine ligands : synthesis, structural and photoluminescent studies
Marion, R.; Sguerra, F.; Meo, F. D.; Sauvageot, E.; Lohier, J.-F.; Daniellou, R.; Renaud, J.-L.; Linares, M.; Hamel, M.; Gaillard, S.
Inorg. Chem. 2014, 53, 9198-9191.
DOI: 10.1021/ic501230m

Iridium(III) dipyridylamine complexes: synthesis, characterization and catalytic activities in photoredox reactions
Sauvageot, E.; Marion, R.; Sguerra, F.; Daniellou, R.; Hamel, M.; Gaillard, S.; Renaud, J.-L.
Organic Chemistry Frontiers 2014, 1, 639-644.
DOI:10.1039/C4QO00059E

Iron(II)-catalysed[2+2+2] cycloaddition for pyridine ring construction
Richard, V.; Ipouck, M.; Merel, D. S.; Gaillard, S.; Whitby, R. J.; Wiltulski, B.; Renaud, J.-L.
Chemical Communications 2014, 50, 593-595.
DOI: 10.1039/C3CC47700B

2013

Bifunctional (cyclopentadienone)iron tricarbonyl complexes: synthesis, computational studies and application in reductive amination
Moulin, S.; Dentel, H.; Pagnoux-Ozherlyeva, A.; Gaillard, S.; Poater, A.; Cavallo, L.; Lohier, J.-F.; Renaud, J.-L.
Chem Eur. J. 2013, 19, 17881-17890.
DOI: 10.1002/chem.201103723

When phosphorus and NHC (N-heretocyclic carbene) meet each other
Gaillard, S.; Renaud, J. L.
Dalton Transactions 2013, 42, 7255-7270.
DOI: 10.1039/C2DT32789A

Synthesis of beta-CF3 ketones from trifluoromethylated allylic alcohols by ruthenium catalyzed isomerization
Bizet, V.; Pannecoucke, X.; Renaud, J.-L.; Cahard, D.
J. Fluor. Chem. 2013, 152, 56-61.
DOI: org/10.1016/jfluchem.2013.01.004

Iron(II) complexes are suitable catalysts for the isomerization of trifluoromethylated allylic alcohols. Synthesis of trifluoromethylated dihydrochalcones
Cahard, D.; Bizet, V.; Dai, X.; Gaillard, S.; Renaud, J.-L.
J. Fluor. Chem. 2013, 155, 78-82.
DOI: 10.1016/j.jfluchem.201305028

Bifunctional iron complexes: efficient catalysts for C=O and C=N reduction in water
Merel, D. S.; Elie, M.; Lohier, J.-F.; Gaillard, S.; Renaud, J.-L.
Chem. Cat. Chem. 2013, 5, 2939-2945.
DOI: 10.1002/cctc.201300325

Straightforward synthesis of substituted dibenzyl derivatives
Mboyi, C. D.; Gaillard, S.; Mbaye, D. M.; Pannetier, N.; Renaud, J.-L.
Tetrahedron 2013, 69, 4875-7882.
DOI: 10.1016/j.tet.2013.04.073

Ruthenium-catalyzed one pot tandem isomerization-transfert hydrogenation reactions of g-CF3 allylic alcohols and beta-CF3 enones
Bizet, V.; Pannecoucke, X.; Renaud, J.-L.; Cahard, D.
Adv. Synth. Catal. 2013, 355 (7), 1394-1402.
DOI: 10.1002/adsc.201300119

2012

Ruthenium catalyzed redox isomerization of trifluoromethylated allylic alcohols: mechanistic evidence for an enantiospecific pathway
Bizet, V.; Pannecouke, X.; Renaud, J. L.; Cahard, D.
Angew. Chem. Int. Ed. 2012, 51 (26), 6467-6470.
DOI: 10.1002/anie.201200827

Knölker’s iron complex: an efficient in situ generated catalyst in reductive amination of alkyl aldehydes and amines
Pagnoux-Ozherelyeva, A.; Pannetier, N.; Mbaye, M. D.; Gaillard, S.; Renaud, J.-L.
Angew. Chem. Int. Ed. 2012, 51, 4976-4980.
DOI: 10.1002/anie.201201360

New approaches to niotrogen containing heterocycles: enantiosemlective organocatalyzed synthesis of dihydropyridines (DHP’s), quinolizidine derivatives and dihydropyrimidines (DHPM’s)
Pham, H. T.; Chataigner, I.; Renaud, J. L.
Curr. Org. Chem. 2012, 16 (15), 1754-1775.
DOI: org/10.2174/138527212802651322
HAL: hal-01016516

2010

Transfert hydride in water catalyzed by dipyridylamine ruthenium complexes
Romain, C.; Gaillard, S.; Elmkaddem, M. K.; Toupet, L.; Fischmeister, C.; Thomas, C. M.; Renaud, J.-L.
Organometallics 2010, 29, 1992-1995.
DOI: 10.1021/om100127f

Hydrogenation of -N-substituted enaminoesters in the presence of ruthenium catalysts
Hebbache, H.; Jerphagnon, T.; Hank, Z.; Bruneau, C.; Renaud, J.-L.
J. Organomet. Chem. 2010, 695, 870-874.
DOI: 10.1016/j.jorganchem.2010.01.008

A New Access to the 6,8-Dioxabicyclo[3.2.1]octane Ring System Using a Three-Component Reaction: Enantioselective Synthesis of (+)-iso-exo-Brevicomin
Bouziane, A.; Régnier, T.; Carreaux, F.; Carboni, B.; Bruneau, C.; Renaud, J.-L.
Synlett 2010, 207-210.
DOI: 10.1055/s-0029-1218561

Efficient synthesis of amino-pyridine derivatives by copper catalyzed amination reactions
Elmkaddem, M. K.; Fischmeister, C.; Thomas, C. M.; Renaud, J.-L.
Chem. Commun. 2010, 46, 925-927.
DOI: 10.1039/b916569j

Direct Amination of Aryl Halides with Ammonia
Aubin, Y.; Fischmeister, C.; Thomas, C. M.; Renaud, J.-L.
Chem. Soc. Rev. 2010, 39, 4130-4145.
DOI: 10.1039/c003692g

New dipyridylamine ruthenium complexes for transfer hydrogenation of aryl ketones in water
Romain, C.; Gaillard, S.; Elmkaddem, M. K.; Toupet, L.; Fischmeister, C.; Thomas, C. M.; Renaud, J.-L.
Organometallics 2010, 29 (8), 1992-1995.
DOI: 10.1021/om100127f

INTERNATIONALES

Pr R. Withby, Université de Southampton (UK)
Pr T. Ward, Université de Bâle (Suisse)
Dr M. Linares, Université de Linköping (Suède)
Dr A. Poater, Université de Girone (Espagne)
Dr R. Costa, Université d’Erlangen (Allemagne)
Pr L. Cavallo, KAUST (Arabie saoudite)
Dr M. D’Baye, Université de Ziguinchor (Sénégal)
Dr P. Dupau, Firmenich SA (Suisse)

NATIONALES

Pr C. Thomas, Chimie ParisTech
Dr M. Hamel, CEA, Saclay
Dr C. Fischmeister, Université de Rennes
Dr D. Cahard, COBRA, Université de Rouen
Pr I. Chataignier, Université de Rouen
Pr R. Daniellou, ICOA, Université d’Orléans
Dr R. Pansu, ENS Cachan
Pr I. Lampre, Université de Paris XI

 

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