Novel carboxylated pyrrole- and carbazole-based monomers. Synthesis and electro-oxidation features

Journal of Organic Chemistry

Volumn 71, Issue 24, 2006, Pages 9139-9143

  Govindaraji, Senthil ^a   Nakache, Philippe ^a   Marks, Vered ^a   Pomerantz, Zvika ^a   Zaban, Arie ^a   Lellouche, Jean Paul ^a  

^a BAR ILAN UNIVERSITY   (Israel)

Author keywords

[No Author keywords available]

Indexed keywords

CARBOXYLATION; ELECTRODES; PLASTIC FILMS; SYNTHESIS (CHEMICAL);

COUPLING REACTIONS; ELECTROACTIVE;

MONOMERS;

AMIDE; AMINE; CARBAZOLE DERIVATIVE; CARBOXYL GROUP; ESTER DERIVATIVE; GLUTAMIC ACID; MONOMER; PLATINUM; PYRROLE DERIVATIVE;

ARTICLE; CHEMICAL REACTION; CLAUSON KAAS REACTION; CROSS COUPLING REACTION; ELECTROCHEMICAL ANALYSIS; ELECTRODE; FILM; OXIDATION; POLYMERIZATION; REACTION ANALYSIS; SYNTHESIS;

CARBAZOLES; ELECTROCHEMISTRY; MAGNETIC RESONANCE SPECTROSCOPY; OXIDATION-REDUCTION; PYRROLES; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION; SPECTROMETRY, MASS, FAST ATOM BOMBARDMENT;

EID: 33751575644     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo061531u     Document Type: Article

References (27)

1. Périé, K.; Marks, R. S.; Szumerits, S.; Cosnier, S.; Lellouche, J.-P. Tetrahedron Lett. 2000, 41, 3725-3729.
2. (a) Cosnier, S.; Marks, R. S.; Lellouche, J.-P.; Périé, K.; Fologea, D.; Szunerits, S. Electroanalysis 2000, 12, 1107-1112.
3. (b) Cosnier, S.; Szunerits, S: Marks, R. S.; Lellouche, J.-P.; Périé, K. J. Biochem. Biophys. Methods 2001, 50, 65-77.
4. (c) Cosnier, S.; Le Pellec, A.; Marks, R. S.; Périé, K.; Lellouche, J.-P. Electrochem. Commun. 2003, 5, 973-977.
5. (a) Fischer, M.; Vögtle, F. Angew. Chem., Int. Ed. 1999, 38, 884-905.
6. (b) Bosman, A. W.; Janssen, H. M.; Meijer, E. W. Chem. Rev. 1999, 99, 1665-1688.
7. (a) de Groot, F. M. H.; Albrecht, C.; Koekkoek, R.; Beusker, P. H.; Scheeren, H. W. Angew. Chem., Int. Ed. 2003, 42, 4490-4494.
8. (b) Amir, R. J.; Pessah, N.; Shamis, M.; Shabat, D. Angew. Chem., Int. Ed. 2003, 42, 4494-4499.
9. Furuta, P.; Brooks, J.; Thompson, M. E.; Fréchet, J. M. J. J. Am. Chem. Soc. 2003, 125, 13165-13172.
10. Astruc, D.; Daniel, M. C.; Ruiz, J. Chem. Commun. 2004, 2637-2649.
11. Sebastian, R. -M.; Caminade, A. -M.; Majorai, J. -P.; Levillain, E.; Huchet, L.; Roncali, J. Chem. Commun. 2000, 507-508.
12. Alvarez, J.; Sun, L.; Crooks, R. M. Chem. Mater. 2002, 14, 3995-4001.
13. (a) Deng, S.; Locklin, J.; Patton, D.; Baba, A.; Advincula, R. C. J. Am. Chem. Soc. 2005, 127, 1744-1751.
14. (b) Xia, C.; Fan, X.; Locklin, J.; Advincula, R. C. Org. Lett. 2002, 4, 2067-2070.
15. (c) Miller, L. L.; Kunugi, Y.; Canavesi, A.; Rigaut, S.; Moorefield, C. N.; Newkome, G. R. Chem. Mater. 1998, 10, 1751-1754.
16. (d) Kim, K.-S.; Katsuraya, K.; Yachi, Y.; Hatanaka, K.; Uryu, T. Sen'i Gakkaishi 2000, 56, 584-591.
17. Noble, C. O., IV; McCarley, R. L. Org. Lett. 1999, 1, 1021-1023.
18. Noble, C. O., IV; McCarley, R. L. J. Am. Chem Soc. 2000, 122, 6518-6519.
19. Elming, N.; Clauson-Kaas, N. Acta. Chim. Scand. 1952, 867-874.
20. Rannard, S. P.; Davis, N. J. Org. Lett. 2002, 2, 2117-2120.
21. Murata, M; Hara, T; Mori, K; Ooe, M.; Mizugaki, T., Ebitani, M., Kadena, K. Tetrahedron Lett. 2003, 44, 4981-4984.
22. Diamant, Y.; Furmanovich, E.; Landau, A.; Lellouche, J.-P.; Zaban, A. Electrochim. Acta 2003, 48, 507-512.
23. (a) Zhou, M.; Heinze, J. Electrochim. Acta 1999, 44, 1733-1748.
24. (b) Deronzier, A.; Moutet, J.-C. Curr. Top. Electrochem. 1994, 3, 159-200.
25. (a) Schuhmann, W. Mikrochim. Acta 1995, 121, 1-29.
26. (b) Pham, M. C.; Hachemi, A.; Dubois, J. E. J. Electroanal. Chem. Interfacial Electrochem. 1984, 161, 199-204.
27. Bidan, G.; Guglielmi, M. Synth. Met. 1986, 15, 49-58.