Electroactive benzothiazole hydrazones and their [Mo6O 19]2- derivatives: Promising building blocks for conducting molecular materials

Chemistry - A European Journal

Volumn 16, Issue 28, 2010, Pages 8390-8399

  Gatard, Sylvain ^a   Blanchard, Sébastien ^a   Schollhora, Bernd ^c   Gouzerh, Pierre ^a   Proust, Anna ^a,b   Boubekeur, Kamal ^a  

^a Université Pierre et Marie Curie   (France)

^b INSTITUT UNIVERSITAIRE DE FRANCE   (France)

^c UNIVERSITÉ PARIS DIDEROT   (France)

Author keywords

Conducting materials; Organic donors; Organic inorganic hybrid composites; Polyoxometalates; X ray diffraction

Indexed keywords

BENZOTHIAZOLES; BUILDING BLOCKES; CONDUCTING MATERIALS; DICYCLOHEXYLCARBODIIMIDE; DIMETHYLAMINOPYRIDINE; ELECTROACTIVE; ELECTRONIC COMMUNICATIONS; HEXAMOLYBDATES; HYDRAZONES; MOLECULAR MATERIALS; NEW MEMBERS; NMR SPECTROSCOPY; ORGANIC DONORS; ORGANIC-INORGANIC HYBRID COMPOSITES; POLYOXOMETALATES; REDOX FEATURES; TETRABUTYLAMMONIUM SALTS;

ACETONITRILE; BUILDING MATERIALS; CYCLIC VOLTAMMETRY; MOLYBDENUM; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; X RAY DIFFRACTION; X RAYS;

HYBRID MATERIALS;

EID: 77954858901     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.201000427     Document Type: Article

References (78)

1. G. R. Whittell, I. Manners, Adv. Mater. 2007, 19, 3439-3468.
2. J. Gao, H. Gu, B. Xu, Acc. Chem. Res. 2009, 42, 1097-1107.
3. C. Faulmann, K. Jacob, S. Dorbes, S. Lampert, I. Malfant, M.-L. Doublet, L. Valade, J. A. Real, Inorg. Chem. 2007, 46, 8548-8559.
4. N. Avarvari, J. D. Wallis, J. Mater. Chem. 2009, 19, 4061-4076.
5. E. Coronado, P. Day, Chem. Rev. 2004, 104, 5419-5448.
6. E. Coronado, J. Galán-Mascar ós, R., C. G mez-García J. A. Murcia-Martínez Chem. Eur. J. 2006, 12, 3484-3492.
7. E. Chelebaeva, J. Larionova, Y. Guari, R. A. S. Ferreira, L. D.Carlos, F. A. A. Paz, A. Trifonov, C. Guerin, Inorg. Chem. 2009, 48,5983-5995.
8. J. Long, L.-M. Chamoreau, C. Mathoniere, V. Marvaud, Inorg. Chem. 2008, 47, 22-24.
9. A. Bleuzen, V. Marvaud, C. Mathoniere, B. Sieklucka, M. Verdaguer, Inorg. Chem. 2009, 48, 3453-3466.
10. A. B. Gaspar, V. Ksenofontov, M. Seredyuk, P. Gtlich, Coord.Chem. Rev. 2005, 249, 2661-2676.
11. C. Train, R. Gheorghe, V. Krstic, L. M. Chamoreau, N. S. Ovanesyan,G. Rikken, M. Gruselle, M. Verdaguer, Nat. Mater. 2008, 7, 729-734.
12. H. Hiraga, H. Míyasaka, R. Clerac, M. Fourmigue, M. Yamashita, Inorg. Chem. 2009, 48, 2887-2898.
13. D. Lorcy, N. Bellec, Chem. Rev. 2004, 104, 5185-5202.
14. S. Hünig, H. Balli, H. Conrad, A. Schott, Justus Liebig Ann. Chem.1964, 676, 36-&.
15. R. C. Wheland, J. L. Gillson, J. Am. Chem. Soc. 1976, 98, 3916-3925.
16. P. Batail, K. Boubekeur, M. Fourmigue, J. C. P. Gabriel, Chem.Mater. 1998, 10, 3005-3015.
17. A. Denis, P. Palvadeau, P. Molinie, K. Boubekeur, C. R. Acad. Sci. II C 2001, 4, 913-916.
18. A. Denis, P. Palvadeau, P. Molinié, O. Chauvet, K. Boubekeur, Solid State Sci. 2001, 3, 715-725.
19. A. Denis, K. Boubekeur, P. Molinié, P. Léone, P. Palvadeau, J. Mol.Struct. 2004, 689, 25-32.
20. Z. Casar, I. Leban, A. Majcen-le Marechal, L. Piekara-Sady, D.Lorcy, C. R. Acad. Sci. Ser. IIc 2009, 12, 1057-1065.
21. M. T. Pope, Heteropoly and Isopoly Oxometalates, Springer, NewYork, 1983.
22. M. T. Pope in Polyoxo Anions: Synthesis and Structure, Vol. 4 (Ed.: A. G. Wedd) Elsevier, Oxford, 2004, pp. 635 - 678.
23. D. L. Long, E. Burkholder, L. Cronin, Chem. Soc. Rev. 2007, 36, 105-121.
24. M. K. Seery, L. Guerin, R. J. Forster, E. Gicquel, V. Hultgren, A. M.Bond, A. G. Wedd, T. E. Keyes, J. Phys. Chem. A 2004, 108, 7399-7405.
25. M. Clemente-Le ón, E. Coronado, C. L. Gomez-Garcia, C. Mingotaud,S. Ravaine, G. Romualdo-Torres, P. Delhaes, Chem. Eur. J. 2005, 11, 3979-3987.
26. D. G. Kurth, Sci. Technol. Adv. Mater. 2008, 9, 014 103.
27. W. Qi, H. L. Li, L. X. Wu, J. Phys. Chem. B 2008, 112, 8257-8263.
28. E. Coronado, C. J. Gomez-Garcia, Chem. Rev. 1998, 98, 273-296.
29. L. Ouahab, S. Gohlen, S. Triki in Polyoxometalate Chemistry From Topology via Self-Assembly to Applications (Eds.: M. T. Pope, A. Mueller), Kluwer Academic, Dordrecht, 2001, pp. 205 -229.
30. E. Coronado, C. Gimenez-Saiz, C. J. Gomez-Garcia, S. C. Capelli, Angew. Chem. 2004, 116, 3084-3087;
31. Angew. Chem. Int. Ed. 2004, 43, 3022-3025.
32. E. Coronado, C. Giménez-Saiz, C.J. Gómez-García, Coord. Chem. Rev. 2005, 249, 1776-1796.
33. A. Proust, R. Thouvenot, P. Gouzerh, Chem. Commun. 2008, 1837-1852.
34. M. Bonchio, M. Carraro, G. Scorrano, A. Bagno, Adv. Synth. Catal. 2004, 546, 648-654.
35. M. Lu, B. H. Xie, J. H. Kang, F. C. Chen, Y. Yang. Z. H. Peng, Chem. Mater. 2005, 17, 402-408.
36. B. B. Xu, M. Lu, J. H. Kang, D. Wang, J. Brown, Z. H. Peng, Chem. Mater. 2005, 17, 2841-2851.
37. T. He, J. L. He, M. Lu, B. Chen, H. Pang, W. F. Reus, W. M. Nolte, D. P. Nackashi, P. D. Franzon, J. M. Tour, J. Am. Chem. Soc. 2006, 128, 14537-14541.
38. M. Lu, W. A. Nolte, T. He, D. A. Corley, J. M. Tour, Chem. Mater. 2009, 27, 442-446.
39. F. Odobel, M. Severac, Y. Pellegrin, E. Blart, C. Fosse, C. Cannizzo, C. R. Mayer, K.J. Eliott, A. Harriman, Chem. Eur. J. 2009, 15, 3130-3138.
40. Z. H. Peng, Angew. Chem. 2004, 116, 948-953;
41. Angew. Chem. Int. Ed. 2004, 43, 930-935.
42. Y. Wei, B. Xu, C. L. Barnes, Z. Peng, J. Am. Chem. Soc. 2001, 123, 4083-4084.
43. H. Kwen, V. G. Young, E. A. Maatta, Angew. Chem. 1999, 111, 1215-1217;
44. Angew. Chem. Int. Ed. 1999, 38, 1145-1146.
45. G. Grandolini, Gazz. Chim. Ital. 1960, 90, 1221-1229.
46. G. Manecke, J. Kautz, Makromol. Chem. 1973, 172, 1-18.
47. M. C. Etter, Acc. Chem. Res 1990, 23, 120-126.
48. G. A. Jeffrey, An Introduction to Hydrogen Bonging, Oxford University Press, New York, 1997.
49. T.-C. Hsieh, J. Zubieta, Polyhedron 1986, 5, 1655-1657.
50. P. Gouzerh, Y. Jeannin, A. Proust, F. Robert, Angew. Chem. 1989, 101, 1377-1378;
51. Angew. Chem. Int. Ed. Engt 1989, 28, 1363-1364.
52. A. Proust, R. Thouvenot, F. Robert, P. Gouzerh, Inorg. Chem 1993, 32, 5299-5304.
53. A. Proust, R. Thouvenot, S.-G. Roh, J.-K. Yoo, P. Gouzerh, Inorg. Chem 1995, 34, 4106-4112.
54. H. Y. Kang, J. Zubieta, J. Chem. Soc. Chem. Commun. 1988, 1192-193.
55. S. Bank, S. Liu, S. N. Shaikh, X. Sun, J. Zubieta, P. D. Ellis, Inorg. Chem 1988, 27, 3535-3543.
56. C. Bustos, B. Hasenknopf, R. Thouvenot, J. Vaissermann, A. Proust, P. Gouzerh, Eur. J. Inorg. Chem. 2003, 2757-2766.
57. Y. H. Du, A. L. Rheingold, E. A. Maatta, J. Am. Chem. Soc. 1992, 774, 345-346.
58. A. Proust, R. Thouvenot, M. Chaussade, F. Robert, P. Gouzerh, Inorg. Chim. Acta 1994, 224, 81-95.
59. W. Clegg, R. J Errington, K. A. Fraser, S. A. Holmes, A. Schäfer, J. Chem. Soc. Chem. Commun. 1995, 455-456.
60. J. B. Strong, G. P. A. Yap, R. Ostrander, L. Liable-Sands, A. L. Rheingold, R. Thouvenot, P. Gouzerh, E. A. Maatta, J. Am. Chem. Soc. 2000, 122, 639-649.
61. B. Xu, Y. Wei, C. L. Barnes, Z. Peng, Angew. Chem. 2001, 113, 2353-2356;
62. Angew. Chem. Int. Ed. 2001, 40, 1190-1191.
63. J. Hao, Y. Xia, L. Wang, L. Ruhlmann, Y. Zhu, Q. Li, P. Yin, Y. Wei, H. Guo, Angew. Chem. 2008, 120, 2666-2670;
64. Angew. Chem. Int. Ed. 2008, 47, 2626-2630.
65. M. Hidai, Y. Mizobe, M. Sato, T. Kodama, Y. Uchida, J. Am. Chem. Soc. 1978, 100, 5740-5748.
66. G. L. Hillhouse, B. L. Haymore, J. Am. Chem. Soc. 1982, 104, 1537-1548.
67. M. Lu, Y. G. Wei, B. B. Xu, C. F. C. Cheung, Z. H. Peng, D. R. Powell, Angew. Chem. 2002, 114, 1636-1638;
68. Angew. Chem. Int. Ed. 2002, 41, 1566-1568.
69. I. Bar-Nahum, K. V. Narasimhulu, L. Weiner, R. Neumann, Inorg. Chem. 2005, 44, 4900-4902.
70. R. C. Wheland, J. Am. Chem. Soc. 1976, 98, 3926-3930.
71. F. Pointillart, O. Maury, Y. Le Gal, S. Golhen, O. Cador, L. Ouahab, Inorg. Chem. 2009, 48, 7421-7429.
72. F. Pointillart, Y. Le Gal, S. Golhen, O. Cador, L. Ouahab, Inorg. Chem. 2008, 47, 9730-9732.
73. N. H. Hur, W. G. Klemperer, R.-C. Wang, Inorg. Synth. 1990, 27, 77-78.
74. A. J. M. Duisenberg, L. M. J Kroon-Batenburg, A. M. M. Schreurs, J. Appl. Crystallogr. 2003, 36, 220.
75. R. H. Blessing, Acta Crystallogr. Sect. A 1995, 57, 33.
76. G. M. Sheldrick, Acta Crystallogr. Sect. A 2008, 64, 112-122.
77. R. Riemschneider, Monatsh. Chem. 1958, 89, 683-684.
78. V. Sutoris, A. Gaplovsky, V. Sekerka, Chem. Papers 1986, 40, 103-114.