Personnel de l'université

François-Xavier FELPIN

Professeur, Membre Junior de l'Institut Universitaire de France (IUF) 2012-2017

Coordonnées

Université de Nantes CEISAM, UMR CNRS 6230 UFR des Sciences et des Techniques 2 rue de la Houssinière 44322 Nantes Cedex 3

Tél
0251125422 (455422)
Mail
Francois-Xavier.Felpin@univ-nantes.fr

Discipline(s) enseignée(s)

Chimie Organique, Chimie Organométallique

Thèmes de recherche

Catalyse Homogène/Hétérogène, Chimie Durable, Chimie des Matériaux, Nouvelles Technologies

Activités / CV

  • Chemistry of diazonium salts

Aryl diazonium salts are highly reactive compounds and used as aryl halide surrogates in Pd-catalyzed reactions. The super-electrophile properties of aryl diazonium salts allows reactions to proceed under mild conditions (T<60 °C), without the need of ligand, and even sometimes, base. The simple and efficient experimental procedure features many advantages, including energy, cost, and waste benefits that are of interest for the development of sustainable processes.

Aryl diazonium salts are also well-known aryl radical precursors that have been widely used in many transformations including the copper-catalyzed Meerwein arylation.

With this picture, one could imagine that aryl diazonium salts are ideal partners for many transformations. Unfortunately, the high nucleofugic properties of the diazonium function, giving nitrogen release, makes these compounds rather unstable and potentially explosive.

 Our team develop new methodologies in palladium and copper catalysis allowing the handling of diazonium salts in safer conditions. For instance, we developed a new concept of cooperative catalysis allowing the use of substoichiometric amounts of diazonium salts.

 

Selected key references

Ø  Palladium catalysis: Chem. Eur. J. 2010, 16, 5191 / Org. Lett. 2011, 13, 2646 / Chem. Eur. J. 2012, 18, 7210 / Chem. Eur. J. 2013, 19, 9291 / Org. Process Res. Dev. 2014, 18, 1786 / Adv. Synth. Catal. 2014, 356, 1065

Ø  Copper catalysis: Chem. Commun. 2014, 50, 5236


  • Heterogeneous Catalysis

Supporting catalysts on a solid support allows an easy recovery by simple filtration and offers the possibility of recycling expensive metals or organocatalysts. Our studies aim at developing simple and sustainable catalyst systems, using mainly carbon-based material as support or catalysts. We also investigate in depth the often-experienced catalyst deactivation and propose new concepts to address this issue. For instance, we proposed a concept of catalysis by a supported Pd-Au alloy, where Pd act as an active metal, while Au acts as a stabilizing metal for nanoparticles. We also developed the concept of multi-task or multi-functional heterogeneous catalysts. More recently, we also studied the peculiar properties of graphene for biomass transformations under mild conditions.




Selected key references

Ø  Heterogeneous palladium catalysis: Adv. Synth. Catal. 2010, 352, 33 / Chem. Eur. J. 2013, 19, 14024 / ChemCatChem 2014, 6, 2175 / Synlett 2014, 25, 1055 / Appl. Catal. A: Gen. 2014, 482, 157

Ø  Heterogeneous copper catalysis: Carbon 2015, 93, 974

Ø  Heterogeneous multi-functional catalysts: Chem. Eur. J.2009, 15, 7238 / J. Org. Chem. 2009, 74, 1349 / ChemCatChem 2015, 7, 2085

Ø  Graphene: Carbon 2016, 96, 342 / Green Chem. 2016, DOI: 10.1039/C5GC02316E


  • Flow Chemistry

Regarding the handling of hazardous compounds, continuous flow chemistry has emerged as an enabling technology that enhance safety due to the small size of the reactor. The facile automation of flow device, allowing the precise control of the reaction parameters, and the high volume to surface ratio, increasing heat and mass transfers, allows a number of benefits including increased safety, higher reproducibility and better kinetics. Moreover, the scale-up in flow is easier compared to the tedious batch scale-up process by increasing the size and/or the number of reactors.

We design new flow device for the handling of hazardous compounds including aryl diazonium salts. Other projects are also ongoing.





Selected key references

Ø  Diazonium salts in flow: J. Org. Chem. 2014, 79, 8255, Org. Chem. Front.2015, 2, 590


  • Cellulose Paper

Cellulose is the most abundant natural polymer on earth and one of the cheapest sustainable raw material, mainly obtained from wood pulp and cotton. Cellulose is a linear polysaccharide of (1 à 4) linked d-glucose that is very attractive since it is an inexpensive and disposable material having interesting physical and chemical properties like hydrophilicity, biocompatibility, biodegradability, and chemical reactivity through its hydroxyl groups. Paper is one of the oldest use of cellulose that has found numerous applications as support for writing, as packing...

Our objective is to transform the thousand-year-old paper into a high-tech material for smart sensing and other applications.

Selected key references

Ø Chem. Commun. 2016, 52, 2525, Chem. Commun. 2016, 52, 6569, Chem. Commun. 2016, 52, 7672



Curriculum Vitae Prof. Felpin
  • Récompenses - Prix
2015 - Membre Junior Distingué de la Société Française de Chimie
2014 - Prix Enseignant-Chercheur décerné par la DCO - SCF
2004 - Prix Novatlante

  • Parcours Professionnel

2012-2017 - Membre Junior de l'Institut Universitaire de France (IUF)
2015 -->  - Professeur de Chimie (PR1), Université de Nantes
2011-2015 - Professeur de Chimie (PR2), Université de Nantes
2009 - Habilitation à Diriger des Recherches (HDR)
2004-2011 - Maître de Conférences, Université de Bordeaux

  • Formation

2003-2004 - Post-doc, The Ohio State University, Supervision : Prof. R.S. Coleman
2000-2003 - Doctorat, Université de Nantes, Supervision : Prof. J. Lebreton


Corps

Professeur

Informations complémentaires

  • Bibliométrie

95 Publications - Liste complète
5 Brevets
H-index = 30

: lien

  • Publications - 2016-2017


Photoresponsive cellulose paper as a molecular printboard for covalent printing
Rull-Barrull, J.; d'Halluin, M.; Le Grognec, E.; Felpin, F.-X.
J. Mat. Chem. C. 2017, accepted, DOI

Oxidative Neutralization of Mustard-Gas Simulants in an On-Board Flow Device with In-Line NMR Monitoring
Picard, B.; Gouilleux, B.; Lebleu, T.; Maddaluno, J.; Chataigner, I.; Penhoat, M.; Felpin, F.-X.; Giraudeau, P.; Legros, J.
Angew. Chem. Int. Ed. 2017, accepted, DOI

Biodiesel production from palm oil using sulfonated graphene catalyst
Nongbe, M. C.; Ekou,T.; Ekou, L.; Benjamain, Y. K. ; Le Grognec, E. ; Felpin, F.-X.
Renew. Energ
y 2017, 106, 135-141, DOI

Chemically modified cellulose filter paper for heavy metal remediation in water
d'Halluin, M.; Rull-Barrull, J.;Le Grognec, E.; Felpin, F.-X.
ACS Sustainable Chem. Eng
. 2017, 5, 1965-1973, DOI

A highly selective colorimetric and fluorescent chemosensor for Cr2+ in aqueous solution
Rull-Barrull, J.; d'Halluin, M.; Le Grognec, E.; Felpin, F.-X.
Tetrahedron Lett. 2017, 58, 505-508 DOI

Copper(II)-phenanthroline hybrid material as efficient catalyst for the multicomponent synthesis of 1,2,3-triazoles via sequential azide formation/1,3-dipolar cycloaddition
Nunes, A.; Djakovitch, L.; Khrouz, L.; Felpin, F.-X.; Dufaud, V.
J. Mol. Cat. A. 2017, accepted, DOI

Optimizing the Heck-Matsuda Reaction in Flow with a Constraint-Adapted Direct Search Algorithm
Cortés-Borda, D.; Kutonova, K.; Jamet, C.; Trusova, M.; Zammattio, F.; Truchet, C.; Rodriguez-Zubiri, M.; Felpin, F.-X.
Org. Process. Res. Dev
. 2016, 20, 1979-1987, DOI

Graphene catalyzed transacetalisation under acid-free conditions
Nongbe, M. C.; Oger, N.; Ekou, T.; Ekou, L.; Benjamain, Y. K. ; Le Grognec, E. ; Felpin, F.-X.
Tetrahedron Lett. 2016, 57, 4637-4639, DOI

Harnessing the dual properties of thiol-grafted cellulose paper for click reactions: powerful reducing agent and adsorbent for Cu
Rull-Barrull, J.; d'Halluin, M.; Le Grognec, E.; Felpin, F.-X.
Angew. Chem. Int. Ed. 2016, 55, 13549-13552, DOI

The promoting effect of pyridine ligands in the Pd-catalysed Heck-Matsuda reaction
Khodja, W.; Leclair, A.; Zammattio, F.; Rull-Barrull, J.; Kutonova, K. V.; Trusova, M. E.; Felpin, F.-X.; Rodriguez-Zubiri, M.
New J. Chem. 2016, 40, 8855-8862, DOI

Writing and Erasing Hidden Optical Information on Covalently Modified Cellulose Paper
d'Halluin, M.; Rull-Barrull, J.; Le Grognec, E.; Jacquemin, D.; Felpin, F.-X
Chem. Commun
. 2016, 52, 7672-7675, DOI

A paper-based biomimetic device for the reduction of Cu(II) to Cu(I) - Application to the sensing of Cu(II)
Rull-Barrull, J.; d'Halluin, M.; Le Grognec, E.; Felpin, F.-X.
Chem. Commun. 2016, 52, 6569-6572, DOI

Heterogeneous Palladium Catalysts for Suzuki Reaction Involving Aryl Diazonium Salts
Oger, N.; Felpin, F.-X.
ChemCatChem, 2016, 8, 1998-2009. DOI

Cu and Cu-Based Nanoparticles: Synthesis and Applications in Catalysis
Gawande, M. B.; Goswami, A.; Felpin, F.-X.; Asefa, T.; Huang, X.; Silva, R.; Zou, X.; Zboril, R.; Varma, R.
Chem. Rev
. 2016, 116, 3722-3811. DOI

Ultrafast 2D NMR on a benchtop spectrometer: applications and perspectives
Gouilleux, B.; Charrier, B.; Akoka, S.; Felpin, F.-X.; Rodriguez-Zubiri, M.; Giraudeau, P.
Trends Anal. Chem. 2016, 83, 65-75. DOI.

Chemically-Modified Cellulose Paper as Smart Sensor Device for Colorimetric and Optical Detection of Hydrogen Sulfate in Water
Rull-Barrull, J. d'Halluin, M.; Le Grognec, E.; Felpin, F.-X.
Chem. Commun. 2016, 52, 2525-2528. DOI

Graphene-Promoted Acetalization of Glycerol Under Acid-Free Conditions
Oger, N.; Lin, Y.; Le Grognec, E.; Rataboul, F.; Felpin, F.-X.
Green Chem. 2016, 18, 1531-1537. DOI

Practical and Scalable Synthesis of Sulfonated Graphene
Oger, N.; Lin, Y.; Le Grognec, E.; Rataboul, F.; Felpin, F.-X.
Carbon, 2016, 96, 342-350. DOI