Preparation, electrochemical and spectral properties of N-methyl-pyridylethynyl nickel porphyrins

Dalton Transactions

Volumn , Issue 23, 2004, Pages 4006-4009

  Lin, Ching Yao ^a   Chuang, Li Chieh ^a   Lin, Yu Chin ^a   Lin, Chia Liang ^a  

^a NATIONAL CHI NAN UNIVERSITY   (Taiwan)

Author keywords

[No Author keywords available]

Indexed keywords

ELECTROCHEMISTRY; ELECTRODES; ELECTROLYSIS; NEGATIVE IONS; NUCLEAR MAGNETIC RESONANCE; ORGANIC SOLVENTS; PHOTOSENSITIZERS; SILICA GEL;

N-METHYL-PYRIDYLETHYNYL NICKEL PORPHYRINS; OPTICALLY TRANSPARENT THIN-LAYER ELECTROCHEMICAL (OTTLE) CELL; TETRABUTYLAMMONIUM PERCHLORATE (TBAP); TETRAHYDROFURAN (THF);

NICKEL COMPOUNDS;

EID: 10844295988     PISSN: 14779226     EISSN: None     Source Type: Journal    
DOI: 10.1039/b414536d     Document Type: Article

References (46)

1. (a) V. Balzani, P. Ceroni, A. Juris, M. Venturi, S. Campagna, F. Puntoricro and S. Serroni, Coord. Chem. Rev., 2001, 219-221, 545-572;
2. (b) H. E. Toma and K. Araki, Coord. Chem. Rev., 2000, 196, 307-329;
3. (c) H. Eichhorn, J. Porphyrins Phthalocyanines, 2000, 4, 88-102;
4. (d) T. B. Amor and G. Jori, Insect Biochem. Mol. Biol., 2000, 30, 915-925;
5. (e) P. Lugo-Ponce and D. R. McMillin, Coord. Chem. Rev., 2000, 208, 169-191 ;
6. (f) T. D. Mody, J. L. Sessler and L. Jonathan, Perspect. Supramol. Chem., 1999, 4, 245-294;
7. (g) R. Purrello, S. Gurrieri and R. Lauccri, Coord Chem. Rev., 1999, 190-192, 683-706;
8. (h) L. S. Latos-Grazynski, K. Rachlewicz and J. Wojaczynski, Coord. Chem. Rev., 1999, 190-192, 109-125;
9. (i) S. Belanger, M. H. Keefe, J. L. Welch and J. T. Hupp, Coord. Chem. Rev., 1999, 190-192, 29-45;
10. (j) J. L. Sessler, N. A. Tvermoes, J. Davis, P. Anzenbacher, Jr., K. Jursikov, W. Sato, D. Seidel, V. Lynch, C. B. Black, A. Try, B. Andrioletti, G. Hemmi, T. D. Mody, D. J. Magda and V. Kral, Pure Appl. Chem., 1999, 71, 2009-2018;
11. (k) B. Jiang, S. W. Yang, S. L. Bailey, L. G. Hermans, R. A. Niver, M. A. Bolcar and W. E. Jones, Jr., Coord Chem. Rev., 1998, 171, 365-386;
12. (l) G. Knor, Coord. Chem. Rev., 1998, 171, 61-70;
13. (m) P. C. Ford, J. Bourassa, B. Lee, I. Lorkovic, K. Miranda and L. Laverman, Coord Chem. Rev., 1998, 171, 185-202.
14. (a) D. Kim and A. Osuka, J. Phys. Chem. A, 2003, 107, 8791-8816;
15. (b) D. Holten, D. F. Bocian and J. S. Lindsey, Acc. Chem. Res., 2002, 35, 57-69;
16. (c) J. Wojaczynski and L. Latos-Grazynski, Coord. Chem. Rev., 2000, 204, 113-171;
17. (d) I. V. Rubtsov, K. Susumu, G. I. Rubtsov and M. J. Therien, J. Am. Chem. Soc., 2003, 125, 2687-2696;
18. (e) K. Susumu and M. J. Therien, J. Am. Chem. Soc., 2002, 124, 8550-8552;
19. (f) R. S. Loewe, R. K. Lammi, J. R. Diers, C. Kirmaier, D. F. Bocian, D. Holten and J. S. Lindsey, J. Mater. Chem., 2002, 12, 1530-1552;
20. (g) T. E. O. Screen, K. B. Lawton, G. S. Wilson, N. Dolney, R. Ispasoiu, T. Goodson, III, S. J. Martin, D. D. C. Bradley and H. L. Anderson, J. Mater. Chem., 2001, 11, 312-320;
21. (h) R. K. Lammi, R. W. Wagner, A. Ambroise, J. R. Diers, D. F. Bocian, D. Holten and J. S. Lindsey, J. Phys. Chem. B, 2001, 105, 5341-5352;
22. (i) D. Gryko, J. Li, J. R. Diers, K. M. Roth, D. F. Bocian, W. G. Kuhrand J. S. Lindsey, J. Mater. Chem., 2001, 11, 1162-1180;
23. (j) K.-I. Sugiura, Y. Fujimoto and Y. Sakata, Chem. Commun., 2000, 1105-1106;
24. (k) J. Brettar, J.-P. Gisselbrecht and M. Gross Nathalie Solladie, Chem. Commun., 2001, 733-734;
25. (l) J. M. Suttona and R. W. Boyle, Chem. Commun., 2001, 2014-2015;
26. (m) R. Beavington and P. L. Burn, J. Chem. Soc., Perkin Trans. 1, 2000, 1231-1240;
27. (n) Z. Bao and L. Yu, Trends Polym. Sci., 1995, 3, 159-164.
28. C.-Y. Lin, L.-C. Chuang, Y.-F. Yang, C.-L. Lin, H.-C. Kao and W.-J. Wang, Dalton Trans., 2004, 456-462.
29. Purification of laboratory chemicals, 3rd edn., ed. D. D. Perrin and W. L. F. Armarego, Pergamon Press, Oxford, 1988.
30. (a) K. Sonogashira, Y. Tohda and N. Hagihara, Tetrahedron Lett., 1975, 4467-4470;
31. (b) S. Takahashi, Y. Kuroyama and K. Sonogashira, Synthesis, 1980, 627-630.
32. C.-Y. Lin, L.-C. Chuang, G.-H. Lee and S.-M. Peng, J. Organomet. Chem., in press.
33. This phenomenon is similar to the reaction reported as the acid-hydrolysis of 2-pyridylethyne: T. Sakamoto, Y. Kondo, M. Shiraiwa and H. Yamanaka, Synthesis, 1984, 3, 245-247.
34. 2) and seemed unnecessary (the yields of Ni 6 did not seem to be largely affected).
35. 6-DMSO showed very weak intensities and fewer peaks than it should have (see the Characterization section for details). Based on the blue-shifted absorptions and the lack of expected NMR signals, we suggest that Ni 6 is not stable in DMSO.
36. K. M. Kadish, M. Lin, E. V. Caemelbecke, G. De Stefano, C. J. Medforth, D. J. Nurco, N. Y. Nelson, B. Krattinger, C. M. Muzzi, L. Jaquinod, Y. Xu, D. C. Shyr, K. M. Smith and J. A. Shelnutt, Inorg. Chem., 2002, 41, 6673-6687.
37. K. M. Kadish, D. Sazou, Y. M. Liu, A. Saoiabi, M. Ferhat and R. Guilard, Inorg. Chem., 1988, 27, 686-690.
38. (a) M. Palacio, V. Mansuy-Mouries, G. Loier, K. Le Barch-Ozette, P. Leduc, K. M. Barkigia, J. Fajer, P. Battioni and D. Mansuy, Chem. Commun., 2000, 1907-1908;
39. (b) D. P. Arnold and D. A. James, J. Org. Chem., 1997, 62, 3460-3469;
40. (c) C.-Y. Lin and T. G. Spiro, Inorg. Chem., 1996, 35, 5237-5243;
41. (d) K. Yamaguchi and I. Morishima, Inorg. Chem., 1992, 31, 3216-3222;
42. (e) K. M. Kadish, B. Boisselier-Cocolios, B. Simonet, D. Chang, H. Ledon and P. Cocolios, Inorg. Chem., 1985, 24, 2148-2156;
43. (f) S. Baral, P. Hambright and P. Neta, J. Phys. Chem., 1984, 88, 1595-1600;
44. (g) R. H. Felton, in The Porphyrins, ed. D. Dolphin, Academic Press, New York, 1978, vol. 5, pp. 53-125.;
45. (h) G. L. Closs and L. E. Closs, J. Am. Chem. Soc., 1963, 85, 818-819.
46. K. M. Kadish, C. Araullo, G. B. Maiya, D. Sazou, J.-M. Barbe and R. Guilard, Inorg. Chem., 1989, 28, 2528-2533.