An anodic method for covalent attachment of molecules to electrodes through an ethynyl linkage

Journal of the American Chemical Society

Volumn 135, Issue 8, 2013, Pages 2939-2942

  Sheridan, Matthew V ^a   Lam, Kevin ^a   Geiger, William E ^a  

^a UNIVERSITY OF VERMONT   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ELECTRODES; IRON COMPOUNDS; MOLECULES; ORGANOMETALLICS; REDOX REACTIONS;

COBALTOCENIUM; COVALENT ATTACHMENT; ELECTRO ACTIVES; ELECTRODE SURFACES; ETHYNYL LINKAGES; ORGANO-METALLIC MOLECULES; REDOX-ACTIVE; SURFACE-MODIFIED;

ANODIC OXIDATION;

CHEMICAL COMPOUND; COBALT DERIVATIVE; ETHYNYL; FERROCENE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL BOND; CHEMICAL MODIFICATION; CHEMICAL REACTION; CHEMICAL STRUCTURE; COVALENT BOND; ELECTRODE; OXIDATION; OXIDATION REDUCTION REACTION; SURFACE PROPERTY;

EID: 84874618135     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja312405h     Document Type: Article

References (28)

1. Bélanger, D.; Pinson, J. Chem. Soc. Rev. 2011, 40, 3995
2. Gendron, F.; Burgun, A.; Skelton, B. W.; White, A. H.; Roisnel, T.; Bruce, M. I.; Halet, J.-F.; Lapinte, C.; Costaus, K. Organometallics 2012, 31, 6796
3. Roberts, H. N.; Brown, N. J.; Edge, R.; Fitzgerald, E. C.; Ta, Y. T.; Collison, D.; Low, P. J.; Whiteley, M. W. Organometallics 2012, 31, 6322
4. Szafert, S.; Gladysz, J. A. Chem. Rev. 2006, 106, PR1
5. Low, P. J. Dalton Trans. 2005, 2821
6. Ren, T. Organometallics 2005, 24, 4854
7. Vase, K. H.; Holm, H.; Pedersen, S. U.; Daasbjberg, K. Langmuir 2005, 21, 8085
8. Weissmann, M.; Baranton, S.; Coutanceau, C. Langmuir 2010, 26, 15002
9. Fellah, S.; Amiar, A.; Ozanam, F.; Chazalviel, J.-N.; Vigneron, J.; Etcheberry, A.; Stchakovsky, M. J. Phys. Chem. B 2007, 111, 1310
10. Fu, Y.; Liu, L.; Yu, H.-Z.; Wang, Y.-M.; Guo, Q.-X. J. Am. Chem. Soc. 2005, 127, 7227
11. Katz, M.; Wendt, H. Electrochim. Acta 1976, 21, 215
12. Bauer, R.; Wendt, H. J. Electroanal. Chem. 1977, 80, 395
13. Hernández-Muñoz, L. S.; González-Fuentes, M. A.; Díaz-Sánchez, B. R.; Fragoso-Soriano, R.; Vázquez-López, C.; González, F. J. Electrochim. Acta 2012, 63, 287
14. The Co(III) metal center is not further oxidized until 2.6 V vs FcH. See: Bard, A. J.; Garcia, E.; Kukharenko, S.; Strelets, V. V. Inorg. Chem. 1993, 32, 3258
15. Yuan, Z.; Taylor, N. J.; Marder, T. B.; Williams, I. D.; Cheng, L.-T. J. Organomet. Chem. 1993, 449, 27
16. Bard, A. J.; Faulkner, L. R. Electrochemical Methods, 2 nd ed.; John Wiley & Sons: New York, 2001; pp 589-592.
17. Laviron, E. J. Electroanal. Chem. 1979, 101, 19
18. Štĕpnička, P.; Trojan, L.; Kubišta, J.; Ludvík, J. J. Organomet. Chem. 2001, 637-639, 291
19. Seo, K.; Jeon, I. C.; Yoo, D. J. Langmuir 2004, 20, 4147
20. Laws, D. R.; Chong, D.; Nash, K.; Rheingold, A. L.; Geiger, W. E. J. Am. Chem. Soc. 2008, 130, 9859
21. Basolo, F. New J. Chem. 1994, 18, 19
22. Geiger, W. E. Organometallics 2007, 26, 5738, see especially pp 5756-5759
23. Atwood, C. G.; Bitterwolf, T. E.; Geiger, W. E. J. Electroanal. Chem. 1995, 397, 279
24. Kochi, J. K. J. Organomet. Chem. 1986, 300, 139
25. Laws, D.; Sheats, J.; Rheingold, A.; Geiger, W. E. Langmuir 2010, 26, 15010
26. Reich, H. J. J. Org. Chem. 2012, 77, 5471
27. Bauer, W. In Lithium Chemistry; Sapse, A.-M.; von Raugé Schleyer, P. Eds.; John Wiley & Sons: New York, 1995; pp 125-172.
28. Delamar, M.; Hitmi, R.; Pinson, J.; Savèant, J.-M. J. Am. Chem. Soc. 1992, 114, 5883