Changes in a glassy carbon surface by the cathodic generation of free alkyl radicals mediated by a silver-palladium catalyst

Carbon

Volumn 50, Issue 1, 2012, Pages 73-83

  Poizot, Philippe ^a   Durand Drouhin, Olivier ^b   Lejeune, Michael ^b   Simonet, Jacques ^c  

^a UNIVERSITÉ DE PICARDIE JULES VERNE   (France)

^b Universite de Picardie Jules Verne   (France)

^c UNIVERSITÉ DE RENNES 1   (France)

Author keywords

[No Author keywords available]

Indexed keywords

ALKYL BROMIDES; ALKYL RADICALS; CARBONACEOUS SURFACE; CATHODE MATERIALS; CATHODIC REACTIONS; CHANNEL FORMATION; ELECTRICAL CHARGES; GLASSY CARBON SURFACES; SUBSTITUTED BENZYL BROMIDES; SURFACE CHANGES;

ADDITION REACTIONS; BROMINE COMPOUNDS; CARBON; CATALYSTS; CATHODES; PALLADIUM ALLOYS; SILVER ALLOYS; SURFACES;

GLASSY CARBON;

EID: 80053577590     PISSN: 00086223     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.carbon.2011.08.008     Document Type: Conference Paper

References (36)

1. Design and control of structure of advanced carbon materials for enhanced performance. In: Rand B, Appleyard SP, Yardim MF, editors. Proceedings of the NATO Advanced Study Institute, NATO Science Serie E, vol. 374. Kluwer Academic Publishers; 2001.
2. 60: Buckminsterfullerene Nature 318 1985 162 163
3. S. Iijima Helical microtubules of graphitic carbon Nature 354 1991 56 58 (Pubitemid 21896780)
4. O.V. Prezhdo, P.V. Kamat, and G.C. Schatz Virtual issue: graphene and functionalized graphene J Phys Chem C 115 8 2011 3195 3196
5. K. Kinoshita, and K. Zaghib Negative electrodes for Li-ion batteries J Power Sources 110 2 2002 416 423 [references cited therein]
6. P. Bernier, and S. Lefrant Le carbone dans tous ses états 1997 Amsterdam Gordon and Breach Science Publishers [and references cited therein]
7. R.L. McCreery Advanced carbon electrode materials for molecular electrochemistry Chem Rev 108 7 2008 2646 2687
8. M. Delamar, R. Hitmi, J. Pinson, and J.M. Savéant Covalent modification of carbon surfaces by grafting of functionalized aryl radicals produced from electrochemical reduction of diazonium salts J Am Chem Soc 114 14 1992 5883 5884
9. J. Pinson, and F. Podvorica Attachment of organic layers to conductive or semiconductive surfaces by reduction of diazonium salts Chem Soc Rev 34 5 2005 429 439 (Pubitemid 40720488)
10. A.J. Downard, D.J. Garrett, and E.S.Q. Tan Microscale patterning of organic films on carbon surfaces using electrochemistry and soft lithography Langmuir 22 25 2006 10739 10746 (Pubitemid 46051761)
11. J. Lyskawa, and D. Bélanger Direct modification of a gold electrode with aminophenyl groups by electrochemical reduction of in situ generated aminophenyl monodiazonium cations Chem Mater 18 20 2006 4755 4763 (Pubitemid 44626799)
12. L.T. Nielsen, K.H. Vase, M. Dong, F. Besenbacher, S.U. Petersen, and K. Daasbjerg Electrochemical approach for constructing a monolayer of thiophenolates from grafted multilayers of diaryl disulfides J Am Chem Soc 129 7 2007 1888 1889
13. K. Malmos, M. Dong, S. Pillai, P. Kingshott, F. Besenbacher, and S.U. Pedersen Using a hydrazone-protected benzenediazonium salt to introduce a near-monolayer of benzaldehyde on glassy carbon surfaces J Am Chem Soc 131 13 2009 4928 4936
14. 0 nanoparticles on diazonium modified electrodes: SECM and cyclic voltammetry studies of the modified interfaces Langmuir 26 10 2010 7638 7643
15. Y.R. Leroux, H. Fei, J.M. Noël, C. Roux, and P. Hapiot Efficient covalent modification of a carbon surface. use of a silyl protecting group to form an active monolayer J Am Chem Soc 132 40 2010 14039 14041
16. N.M.D. Brown, N. Cui, and A. McKinley A study of the topography of a glassy carbon surface following low-power radio-frequency oxygen plasma treatment Appl Surf Sci 133 3 1998 157 165 [and references therein] (Pubitemid 128430570)
17. P.J.F. Harris Fullerene-related structure of commercial glassy carbons Philos Mag 84 29 2004 3159 3167
18. A. Gennaro, A.A. Isse, C.L. Bianchi, P.R. Mussini, and M. Rossi Is glassy carbon a really inert electrode material for the reduction of carbon-halogen bonds? Electrochem Commun 11 10 2009 1932 1935
19. +- and NR 4 + -graphite intercalation compounds Carbon 18 6 1980 399 405 (Pubitemid 11477507)
20. 4-graphite intercalation compounds in organic electrolytes Carbon 14 2 1976 111 115
21. V. Jouikov, and J. Simonet The one-electron cleavage of benzylic bromides at palladium and palladized cathodes: benzyl radicals generation and immobilization onto solid interfaces Electrochem Commun 12 3 2010 331 334
22. F. Hui, J.M. Noël, P. Poizot, P. Hapiot, and J. Simonet Electrochemical immobilization of a benzylic film through the reduction of benzyl halide derivatives: deposition onto highly ordered pyrolytic graphite Langmuir 27 8 2011 5119 5125
23. V. Jouikov, and J. Simonet Cleavage of aryl iodides at carbon cathodes in organic carbonates. Surfaces doped by transition metals at the nanometric scale: electro or redox catalysis? Electrochem Commun 12 10 2010 1262 1265
24. J. Simonet, and V. Jouikov 9-Fluorenyl radical: electrochemical generation and cathodic immobilization at solid interfaces Electrochem Commun 13 3 2011 254 257
25. C. Combellas, F. Kanoufi, Z. Osman, J. Pinson, A. Adenier, and G. Hallais Electrografting of the cyanomethyl radical onto carbon and metal surfaces Electrochim Acta 56 3 2011 1476 1484
26. P. Poizot, and J. Simonet Silver-palladium cathode: selective one-electron scission of alkyl halides: homo-coupling and cross-coupling subsequent reactions Electrochim Acta 56 1 2010 15 36
27. J. Simonet Novel and efficient electrochemical way for silver nanoparticles deposition onto solid conductors: a new concept of metal-silver cathodes J Appl Electrochem 39 10 2009 1625 1632
28. K. Daasbjerg, S.U. Pedersen, and H. Lund Measurement and estimation of redox potentials of organic radicals Z.B. Alfassi, General aspects of the chemistry of radicals 1999 Wiley 385
29. P. Poizot, L. Laffont-Dantras, and J. Simonet Palladized silver as new cathode material: evidence of a one-electron scission for primary alkyl iodides J Electroanal Chem 622 2 2008 204 210
30. J. Simonet The one-electron reduction of primary alkyl iodides at palladium and palladiated surfaces: a facile source of alkyl radicals? Electrochem Commun 7 1 2005 74 80
31. M.S. Yazici, D. Krassowski, and J. Prakash Flexible graphite as battery anode and current collector J Power Sources 141 1 2005 171 176
32. P. Poizot, L. Laffont-Dantras, and J. Simonet The one-electron cleavage and reductive homo-coupling of alkyl bromides at silver-palladium cathodes J Electroanal Chem 624 12 2008 52 58
33. J. Simonet Glassy carbon perceived as graphitized material. Cathodic charge and reactivity toward alkyl halides. A new concept in surface modifications of carbons Electrochem Commun 13 2 2011 107 110
34. M. Benlahsen, and M. Therasse Spectroscopic investigations of the microstructure changes induced by substrate temperature in nitrogen-substituted amorphous carbon thin films Carbon 42 11 2004 2255 2262
35. V. Jouikov, and J. Simonet Redox catalysis versus heterogeneous one-electron catalysis. Mixed reduction of arenes and alkyl halides at specific palladized electrodes Electrochem Commun 11 9 2009 1785 1788
36. C. Dano, and J. Simonet Cathodic reactivity of graphite with carbon dioxide: an efficient formation of carboxylated carbon materials J Electroanal Chem 564 15 2004 115 121