EMMD - Electrochemistry, Molecular Materials and Devices

EMMD (Electrochemistry, Molecular Materials and Devices) research activities are devoted to molecular materials, from molecules to materials and from materials to devices. Electrochemical techniques are used to synthesize, to immobilize and to detect chemical or biological species. The synthetic aspect relates to the synthesis and functionalization of macrocycles (porphyrins, phthalocyanines…) and polymers. The analytical aspect 1) exploits the redox properties of compounds or sensitive layers (biomaterials, conducting polymers, charge-transfer complexes, …) for the characterization and the detection of biomolecules or chemical pollutants in sensor devices; 2) to apprehend reaction mechanism of molecular processes. Our projects are focused on applications in the fields of environment, health and food industry.

DEVILLERS Charles Voir la fiche profil en français Français (FR)

image-profil
  • DEVILLERS Charles
  • Statut : Associate Professor
  • Team : EMMD
  • Function : Researchers
  • Tags : Coordination chemistry, Electrosynthesis, Macrocyclic chemistry, Molecular materials
  • ORCID ID: 0000-0001-9078-7035
  • Address :

    ICMUB Institut de Chimie Moléculaire de l'Université de Bourgogne
    Bât. MIRANDE - Aile B - Bureau B-409
    9 Avenue Alain Savary
    21000 Dijon - France

  • Tél : (+33) 380 399 125
  • charles.devillers@u-bourgogne.fr

Feb. 2018 Qualification (Pr., sections 31/32)

June 2016 Habilitation à Diriger des Recherches (defense: 2016/06/15), University of Bourgogne Franche-Comté, Dijon, France. Title: "Functionalization of heterocycles and aromatic molecules by electrosynthesis". Reviewers: Dr. Eric Levillain, Pr. Reinhard Neier, Pr. Roger Guilard, Dr. Christophe Bucher and Pr. Dominique Lucas.

Sept. 2015 Délégation CNRS (full time researcher for one year), “Porfusion” project, Institut de Chimie Moléculaire de l’Université de Bourgogne, Dijon, France

Sept. 2007 Assistant Professor (Maître de Conférences), “Fundamental and Applied Electrochemistry”, Institut de Chimie Moléculaire de l’Université de Bourgogne, Dijon, France.

Jan. 2007 Post-doctoral position (CNRS/ANR), Laboratoire de Chimie Inorganique and Laboratoire de PhotoPhysique Moléculaire, Université d’Orsay, Paris XI, France. Topic: “Organic synthesis of optoelectronic molecular devices”. Supervisors: Vincent Huc (LCI), Gérald Dujardin (LPPM).

2006 PhD in Organic Chemistry (defense: 2006/10/31), Université Joseph Fourier, Grenoble, France. Title: “Redox-active receptors and materials for the activation and signaling of molecular interactions.” (pdf version link: https://tel.archives-ouvertes.fr/tel-00123612/document)

Directors: Dr. Christophe Bucher, Pr. Jean-Claude Moutet, Pr. Pascal Dumy;

Jury members: Pr. Marc Sallé, Dr. Jean Weiss, Dr. Jean-Marc Latour, Pr. Pascal Dumy, Dr. Christophe Bucher, Jean-Claude Moutet.

2017-2020 Pi-extension of porphyrins: towards functional materials, ISITE-BFC Junior Fellowship (Research Fellowship from the University of Bourgogne Franche-Comté), principal investigator: Charles H. Devillers

2015-2019 Electrochemically-Driven π-Extension of Porphyrins, Young Researcher ANR (Research National Agency), principal investigator: Charles H. Devillers

47 peer-reviewed articles

1 book chapter

 "Porphine", the fully unsubstituted porphyrin: a comprehensive overview, C. H. Devillers, P. Fleurat-Lessard, D. Lucas, Handbook of Porphyrin Sciences, 2016, Vol. 37, Ch. 185, 75-231 (157 pp.), Eds. Kadish, K. M.; Smith, K. M.; Guilard, R.; Publisher: Worlds Scientific, doi: 10.1142/9789813149571_0002.

 

2 patents

1. Synthesis and use of bio-based imidazolium carboxylates, J. Andrieu, C. H. Devillers, G. de Robillard, WO2016001436A1 (publication date: 2016-01-07), EP141773200 (publication date: 2016-01-06), US14323950 (2014-07-03).

2. Procédé de préparation de liquides ioniques biosourcés pour la catalyse, J. Andrieu, C. H. Devillers, G. de Robillard, A. Fournier, FR3038853A1 (publication date: 2017-01-20), EP3322527A1 (publication date: 2018-05-23) WO2017009578A1 (publication date: 2017-01-19)

 

3 vulgarization articles

 1. Eco-conception de composés hétérocycliques azotés pour l’industrie et la santé, J. Andrieu, G. de Robillard, C. H. Devillers, InfoChimie Magazine, 2013, 521, 44-47 (vulgarization article consecutive to the Infochimie-Ademe Award 2013).

2. Une voie de synthèse verte pour des sels azotés à forte valeur ajoutée, J. Andrieu, G. de Robillard, C. H. Devillers, Green News Techno, 2013, 117, 4.

3. Des molécules éco-conçues pour la pharmacie et l’agrochimie, J. Andrieu, G. de Robillard, C. H. Devillers, MyGreenMag, 2014, 3, 13.

 

47 articles

47. Magnesium porphine supermolecules and two-dimensional nanoaggregates formed using Langmuir-Schaefer technique, L. Maiorova*, N. Kobayashi, S. Zyablov, V. Bykov, S. Nesterov, A. Kozlov, C. H. Devillers; A. Zavyalov, V. Alexandriysky, M. Orena, O. Koifman, Langmuir, 2018, accepted.

46. Introducing molecular functionalities within high surface area nanostructured ITO electrodes through diazonium electrografting, Y-S Kim, S. Fournier, S. Lau-Truong,P. Decorse, C. H. Devillers, D. Lucas, K.D. Harris, B. Limoges*and V. Balland*,ChemElectroChem, 2018, doi: 10.1039/c8cc01375f.

 45. Oxidative C-N Fusion of Pyridinyl-Substituted Porphyrins, M. Berthelot, G. Hoffmann, A. Bousfiha, J. Echaubard, J. Roger, H. Cattey, A. Romieu, D. Lucas, P. Fleurat-Lessard and C. H. Devillers,Chem. Commun., 2018, 54, 5414-5417, doi: 10.1039/c8cc01375f.

44. BODIPY-diketopyrrolopyrrole-porphyrin Conjugate Small Molecules for Use in Bulk Heterojunction Solar Cells, L. Bucher, N. Desbois, E. N. Koukaras, C. H. Devillers, S. Biswas, G. D. Sharma,* and C. P. Gros*, J. Mater. Chem. A, 2018, doi: 10.1039/c8ta01291a.

43. Electrocatalytic properties of manganese and cobalt polyporphine films toward oxygen reduction, D. V. Konev*, O. I. Istakova, B. Dembinska, M. Skunik-Nuckowska, C. H. Devillers, O. Heintz, P. J. Kulesza*, M. A. Vorotyntsev*,J. Electroanal. Chem., 2018, 816, 83-91, doi: 10.1016/j.jelechem.2018.03.042.

42. A glassy carbon electrode modified by a triply-fused-like Co(II) polyporphine and its ability for sulphite oxidation catalysis, S. D. Rolle, C. H. Devillers,* S. Fournier, F. Herbst, O. Heintz, H. Gibault and D. Lucas,* New J. Chem., 2018, 42, 8180-8189, doi: 10.1039/c7nj04370h.

41. Synthesis and characterization of zinc carboxy-porphyrin complexes for dye sensitized solar cells, C. P. Gros,*C. Michelin, L. Bucher, N. Desbois, C. H. Devillers, A. G. Coutsolelos, S. Biswas, and G. D. Sharma,* New J. Chem., 2018, 42, 8151 - 8159, doi: 10.1039/c7nj04612j.

40. Bio-based 1,3-diisobutyl imidazolium hydrogen oxalate [iBu2IM](HC2O4) as CO2 shuttle, G. de Robillard, A. H. Fournier, H. Cattey, C. H. Devillers* and J. Andrieu*, Green Chem., 2017, 19, 4912-4918, doi: 10.1039/c7gc02167d.

39. A general diastereoselective synthesis of highly functionalized ferrocenyl ambiphiles enabled at large scale by electrochemical purification, E. Lerayer, P. Renaut, J. Roger, N. Pirio, H. Cattey, C. H. Devillers, D. Lucas and J.-C. Hierso, Chem. Commun., 2017, 53, 6017-6020, doi: 10.1039/c7cc02469j.

38. Electropolymerization of Magnesium 5,15-Di(n-methoxyphenyl)porphine, D. V. Konev*, K. V. Lizgina*, O. I. Istakova, V. E. Baulin, I. P. Kalashnikova, C. H. Devillers and M. A. Vorotyntsev, Russ. J. Electrochem., 2016, 52, 12, 1150-1158, doi: 10.1134/S1023193516120077.

37. Electrochemical Synthesis of Cobalt Polyporphine Films, O. I. Istakova, D. V. Konev*, C. H. Devillers, M. A. Vorotyntsev*, A. S. Zyubin, E. M. Antipov and Academician S. M. Aldoshin, Doklady Phys. Chem., 2016, 471, 181-184, doi: 10.1134/S0012501616110038.

36. Electrochemical route to Co(II) polyporphine, O. I. Istakova, D. V. Konev*, A. S. Zyubin, C. H. Devillers*, M. A. Vorotyntsev*, J. Solid State Electrochem., 2016, 20, 3189-3197, doi: 10.1007/s10008-016-3397-y.

35. Preparation of cobalt polyporphine and its catalytic properties in oxygen electroreductions, D. V. Konev*, K. V. Lizgina*, D. K. Khairullina, M. A. Shamraeva, C. H. Devillers and M. A. Vorotyntsev, Russ. J. Electrochem. 2016, 52(8), 778-787, doi: 10.1134/S1023193516060069.

34. Imidazolium and potassium hydrogen carbonate salts as eco friendly organocatalysts for oxazolidinones, A. H. Fournier,G. de Robillard, C. H. Devillers, L. Plasseraud and J. Andrieu*, Eur. J. Org. Chem., 2016, 21, 3514–3518, doi: 10.1002/ejoc.201600550.

33. Efficient synthesis of a new electroactive polymer of Co(II) porphine by in-situ replacement of Mg(II) inside Mg(II) polyporphine film, S. D. Rolle, D. V. Konev*, C. H. Devillers*, K. V. Lizginac, D. Lucas*, C. Stern, F. Herbst, O. Heintz, M. A. Vorotyntsev*, Electrochim. Acta, 2016, 204, 276-286, doi: 10.1016/j.electacta.2016.03.039.

32. Synthesis, Characterization and Electronic Properties of Porphyrins Conjugated with N-Heterocyclic Carbene (NHC) Gold(I) Complexes, J.-F. Longevial, A. Langlois, A. Buisson, C. H. Devillers, S. Clément, A. van der Lee, P. D. Harvey, S. Richeter*, Organometallics 2016, 35 (5), 663–672, doi: 10.1021/acs.organomet.5b00966.

31. Tuning the electrochemistry of free-base porphyrins in acidic nonaqueous media: influence of solvent, supporting electrolyte and ring substituents, Y. Cui, L. Zeng, Y. Fang, J. Zhu, C. H. Devillers, D. Lucas, N. Desbois, C. P. Gros*, K. M. Kadish*, ChemElectroChem, 2016, 3, 228–241, doi: 10.1002/celc.201500496.

30. Direct grafting of free base meso-triarylporphyrins on GC, ITO and Pt via 5-diazonium-triarylporphyrin electroreduction. Reversible zinc(II)-metallation of the resulting materials, S. Hebié, C. H. Devillers*, S. Fournier and D. Lucas*, ChemElectroChem, 2016, 3, 45-50, doi: 10.1002/celc.201500433.

29. Towards sustainable synthesis of pyren-1-yl azoliums via electrochemical oxidative C–N coupling, G. de Robillard, O. Makni, H. Cattey, J. Andrieu* and C. H. Devillers*, Green Chem., 2015,17 (9), 4669-4679, doi: 10.1039/c5gc01142f.

28. In situ UV-visible spectroelectrochemistry in the course of oxidative monomer electrolysis as a tool to characterize the molecular structure of poly(Mg(II)porphine), D. V. Konev*, O. I. Istakova, О. А. Sereda, М. А. Shamraeva, C.H. Devillers*, M. A. Vorotyntsev*, Electrochim. Acta, 2015, 179, 315–325, doi: 10.1016/j.electacta.2015.06.076.

27. Ruthenium and Osmium Complexes of Phosphine-Porphyrin Derivatives as Potential Bimetallic Theranostics: Photophysical Studies, P. D. Harvey*, S. Tasan, C. P. Gros*, C. H. Devillers, P. Richard, P. Le Gendre and E. Bodio*, Organometallics, 2015, 34(7), 1218-1227, doi: 10.1021/om5011808.

26. Electrochemistry as an Attractive and Effective Tool for Synthesis and Immobilization of Porphyrins on Electrode Surface, S. Hebié, A. K. D. Dimé, C. H. Devillers* and D. Lucas,* Chem.–Eur. J., 2015, 21, 8281-8289, doi: 10.1002/chem.201404314.

25. Electropolymerization of non-substituted Mg(II) porphine: effects of proton acceptor addition, D. V. Konev*, C. H. Devillers*, K. V. Lizgina, V. E. Baulin, M. A. Vorotyntsev*, J. Electroanal. Chem., 2015, 737, 235–242, doi: 10.1016/j.jelechem.2014.09.018.

24. Aromatic Nucleophilic Substitution (SNAr) of meso-Nitroporphyrin with Azide and Amines as an Alternative Metal Catalyst-Free Synthetic Approach to Obtain meso-N-Substituted Porphyrins, C. H. Devillers,* Seydou Hebié, D. Lucas, H. Cattey, S. Clément and S. Richeter*, J. Org. Chem., 2014, 79, 6424–6434, doi: 10.1021/jo5005586n. This article appeared in the “highlight module” of the JOC website.

23. Versatile Redox Reactivity of triaryl-meso-substituted Ni(II) Porphyrin, A. K. D. Dimé, C. H. Devillers*, H. Cattey and D. Lucas*, Dalton Trans., 2014, 43, 14554-14564 doi: 10.1039/c4dt00221k.

This article appeared as a “hot article” in June, http://blogs.rsc.org/dt/2014/06/12/hot-articles-in-june/ and appeared as the front cover of Dalton Trans, 2014, 43, 14483.

22. Synthesis of new electroactive polymers by ion-exchange replacement of Mg(II) by 2 H+ or Zn(II) cations inside Mg(II) polyporphine film, with their subsequent electrochemical transformation to condensed-structure materials, D. V. Konev*, C. H. Devillers*, K. V. Lizgina, T. S. Zyubina, A. S. Zyubin, L. A. Valkova, M. A. Vorotyntsev*, Electrochim. Acta., 2014, 122, 3-10,doi: 10.1016/j.electacta.2013.10.004.

21. Influence of proton-acceptor additives on electropolymerization process of unsubstituted magnesium porphine, D. V. Konev, M. A. Vorotyntsev, Yu. A. Dobrovolsky, C. H. Devillers, Yu. M. Volfkovich, A. Yu. Rychagov, V. E. Baulin, I. P. Kalashnikova, K. V. Lizgina, O. I. Istakova, V. V. Kokareva, A. E. Antipov, Al'ternativnaya Energetika i Ekologiya, 2013, 15, 102–109.

20. Kinetic and Electrochemical Studies of the Oxidative Addition of Demanding Organic Halides to Pd(0): the Efficiency of Polyphosphane Ligands in Low Palladium Loading Cross-Couplings Decrypted, V. Zinovyeva, S. Mom, S. Fournier, C. H. Devillers, H. Cattey, H. Doucet, J.-C. Hierso*, D. Lucas*, Inorg. Chem., 2013, 52, 20, 11923–11933, doi: 10.1021/ic401613w.

19. Electrosynthesis of imidazolium carboxylates. G. de Robillard, C. H. Devillers*, D. Kunz, H. Cattey, E. Digard and J. Andrieu*, Org. Lett., 2013, 15, 17, 4410–4413, doi:10.1021/ol401949f.

18. (Aminomethyl)-Substituted Ferrocenes and Derivatives: Straightforward Synthetic Routes, Structural Characterization and Electrochemical Analysis. N. Dwadnia, F. Allouch, N. Pirio, J. Roger, H. Cattey, S. Fournier, M.-J. Penouilh, C. H. Devillers, D. Lucas, D. Naoufal, R. Ben Salem and J.-C. Hierso*, Organometallics, 2013, 32, 20, 5784–5797, doi: 10.1021/om400317s.

17. Crystallographic, spectroscopic and electrochemical characterization of pyridine adducts of magnesium(II) and zinc(II) porphine complexes. C. H. Devillers*, A. K. D. Dimé, H. Cattey and D. Lucas, C. R. Chim., 2013, 16, 540-549, doi: 10.1016/j.crci.2013.01.015.

16. Synthesis of New Polyporphines by Replacing Central Ion in Magnesium Polyporphine.D. V. Konev*, M. A. Vorotyntsev*, C. H. Devillers*, T. S. Zyubina, and A. S. Zyubin, Russ. J. Electrochem., 2013, 49, 8, 753-758, doi: 10.1134/S1023193513080090.

15. Long-Range Electronic Connection in Picket-Fence like Ferrocene-Porphyrin Derivatives.C. H. Devillers, A. Milet, J.-C. Moutet, J. Pécaut, G. Royal, E. Saint-Aman and C. Bucher*, Dalton Trans., 2013, 42, 1196-1209, doi: 10.1039/c2dt31667f.

14. Control over the Oxidative Reactivity of Metalloporphyrins. Efficient Electrosynthesis of meso,meso-Linked Zinc Porphyrin Dimer.A. K. D. Dimé, C. H. Devillers*, H. Cattey, B. Habermeyer, D. Lucas*, Dalton Trans., 2012, 41, 929-936, doi: 10.1039/c1dt11330e.

13. Electrosynthesis as a Powerful Method for Generation of Catalytic Intermediates: Efficient Isolation of a Palladium Aryl Halide Oxidative Addition Product.V. A. Zinovyeva, C. Luo, S. Fournier, C. H. Devillers, H. Cattey, H. Doucet, J.-C. Hierso* and D. Lucas*, Chem.–Eur. J., 2011, 17, 9901-9906, doi: 10.1002/chem.201100629.

12. Electrochemical meso-Functionalization of Magnesium(II) Porphine.C. H. Devillers*, A. K. D. Dimé, H. Cattey, D. Lucas*, Chem. Commun., 2011, 47, 1893-1895, doi: 10.1039/c0cc04309e.

11. Electroactive Polymeric Material with Condensed Structure on the Basis of Magnesium(II) Polyporphine.M. A. Vorotyntsev*, D. V. Konev, C. H. Devillers*, I. Bezverkhyyand O. Heintz, Electrochim. Acta,2011, 56, 10, 3436-3442, doi: 10.1016/j.electacta.2010.10.039.

10. Reactivity of Pd3(dppm)3(CO)n+ and Pd3(dppm)3(CO)(RCCR)n+ (n = 0, +1, +2) Towards F¯. Evidence of Reactive Intermediates and X-Ray Structure of [Pd3(dppm)3(MeO2CC≡CCO2Me)(F)]PF6. S. Dal Molin, C. Cugnet, A. Vallat, C. H. Devillers, Y. Rousselin, M. M. Kubicki, D. Lucas*, Y. Mugnier, P. D. Harvey*, J. Clust. Sci., 2010, 21, 837-856, doi: 10.1007/s10876-010-0338-2.

9. Magnesium(II) Polyporphine: the First Electron-Conducting Polymer with Directly Linked Unsubstituted Porphyrin Units Obtained by Electrooxidation at a Very Low Potential.M. A. Vorotyntsev*, D. V. Konev, C. H. Devillers*, I. Bezverkhyy, O. Heintz, Electrochim. Acta, 2010, 55, 22, 6703-6714, doi: 10.1016/j.electacta.2010.06.001.

8. Exploring the redox reactivity of magnesium porphine. Insight into the origins of electropolymerisation. C. H. Devillers*, D. Lucas*, A. K. D. Dimé, Y. Rousselin, Y. Mugnier, Dalton Trans., 2010, 39, 2404-2411, doi:10.1039/b914916c

7. Manipulation of cadmium selenide nanorods with an atomic force microscope. E. Tranvouez, A. Orieux, E. Boer-Duchemin*, C. H. Devillers, V. Huc, G. Comtet and G. Dujardin, Nanotechnology, 2009, 20, 16, 165304, doi:10.1088/0957-4484/20/16/165304

6. Ferrocene-appended porphyrins: Syntheses and properties. C. Bucher*, C. H. Devillers, J.-C. Moutet*, G. Royal and E. Saint-Aman, Coord. Chem. Rev., 2009, 253, 1-2, 21-36, doi: 10.1016/j.ccr.2007.11.025.

5. Electrochemical synthesis of cyclo[8]pyrrole. C. Bucher*, C. H. Devillers, J.-C. Moutet, J. Pécaut and J. L. Sessler*, Chem. Commun., 2006,3891-3893, doi: 10.1039/b606998c.

4. Redox active biomolecular architecture and self-assembled monolayer based on a cyclodecapeptide regioselectively addressable functional templates, C. H. Devillers, D. Boturyn, C. Bucher*, P. Dumy*, P. Labbé, J.-Claude Moutet, G. Royal and E. Saint-Aman, Langmuir, 2006,22,8134-8143, doi: 10.1021/la060491m.

3. Calix[4]phyrin based redox architectures: towards new molecular tools for electrochemical sensing, C. Bucher*, C. H. Devillers, J.-C. Moutet*, J. Pécaut, G. Royal, E. Saint-Aman and F. Thomas, Dalton Trans.,2005, 22, 3620-3631, doi: 10.1039/b507144e.

2. Anions recognition and redox sensing by a metalloporphyrin-ferrocene-alkylammonium conjugate, C. Bucher*, C. H. Devillers, J.-Claude Moutet*, G. Royal and E. Saint-Aman, New J. Chem., 2004, 28, 1584-1589, doi: 10.1039/b411870g.

1. Self-assembly of a ferrocene-substituted porphyrin capable of electrochemically sensing neutral molecules via a “tail on–tail off” process, C. Bucher*, C. H. Devillers, J.-C. Moutet*, G. Royal and E. Saint-Aman, Chem. Commun.,2003, 7, 888-889, doi: 10.1039/b301177a.

94 Communications:

6 Invited Seminars: 4 national, 2 international, 5 by Charles H. Devillers

18 Invited Orals: 4 national, 14 international, 7 by Charles H. Devillers

28 Oral Communications: 19 national, 9 international, 12 by Charles H. Devillers

42 Posters: 21 national, 21 international, 13 by Charles H. Devillers

ca. 200 h. in Master’s and Bachelor’s degree: practical courses + tutorial courses + lectures

-Electrochemistry (M1 and M2)

-Analytical and General Chemistry (L3 and M1)

-Spectroscopies: NMR, SM, UV-vis, IR (M1)

Responsible (with Dr. R. Decreau) for Master 1 Molecular Chemistry and Metals for Health and Sustainable Development at the University of Burgundy (2018-).

Member of the Executive Board (directoire) at ICMUB (Sept. 2018-)

Elected member of the Scientific Commitee of the “Journées d’Electrochimie” (Electrochemistry Days, a biennial French congress gathering 300-400 attendees) (2015-2021).

Elected member of the “Conseil d’Institut” of ICMUB (Institute of Molecular Chemistry of the University of Burgundy” (2012-2016 and 2016-2020)

Elected member (2010-2012) of the Proposal Committee in chemistry at the University of Burgundy (responsible for the selection of the future temporary or permanent assistant professors).