π-Conjugated derivatives containing phosphole rings: Synthesis, properties and coordination chemistry

Comptes Rendus Chimie

Volumn 8, Issue 8 SPEC. ISS., 2005, Pages 1186-1193

  Hissler, Muriel ^a   Lescop, Christophe ^a   Réau, Régis ^a  

^a UNIVERSITÉ DE RENNES 1   (France)

Author keywords

Coordination chemistry; Nonlinear optics; Organic light emitting diodes; Phosphole; Conjugated systems

Indexed keywords

COORDINATION COMPOUND; LIGAND; METAL ION; OLIGOMER; ORGANOPHOSPHORUS COMPOUND; PHOSPHOLE DERIVATIVE; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; TRANSITION ELEMENT;

ARTICLE; CHEMICAL MODIFICATION; CHROMATOPHORE; COMPLEX FORMATION; CONJUGATION; CONTROLLED STUDY; ELECTROCHEMICAL ANALYSIS; LINEAR SYSTEM; SYNTHESIS;

EID: 21144451837     PISSN: 16310748     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.crci.2004.11.039     Document Type: Short Survey

References (63)

1. (a) T.A. Skotheim, R.L. Elsenbaumer, J.R. Reynolds, Handbook of Conducting Polymers, second ed., Dekker, New York, 1998
2. (b) H.S. Nalwa, Handbook of Conductive Materials and Polymers, Wiley, New York, 1997
3. (c) K. Müllen, G. Wegner (Eds.) Electronic Materials: The Oligomer Approach. Wiley-VCH, Weinheim, 1998
4. (d) A. Kraft, A. Grimsdale, A.B. Holmes, Angew. Chem. Int. Ed. Engl. 37 (1998) 403
5. (e) R.E. Martin, F. Diederich, Angew. Chem. Int. Ed. Engl. 38 (1999) 1350
6. (f) J.L. Segura, N. Martin, J. Mater. Chem. 10 (2000) 2403
7. (g) U. Mitschke, P. Bäuerle, J. Mater. Chem. 10 (2000) 1471
8. (h) J. Roncali, Chem. Rev. 97 (1997) 173
9. (i) D. Fichou, Handbook of Oligo- and Polythiophenes, Wiley-VCH, Weinheim, 1998.
10. (a) S. Yamaguchi, K. Tamao, J. Chem. Soc., Dalton Trans. (1998) 3693
11. (b) S. Yamagushi, T. Endo, M. Uchida, T. Izumizawa, K. Furukawa, K. Tamao, Chem. Eur. 9 (2000) 1683
12. (c) S. Yamagushi, T. Goto, K. Tamao, Angew. Chem. Int. Ed. Engl. 32 (2000) 1695
13. (d) K. Tamao, S. Yamagushi, M. Shiozaki, Y. Nakagawa, Y. Ito, J. Am. Chem. Soc. 114 (1992) 5867
14. (a) L. Nyulaszi, Chem. Rev. 101 (2001) 1229
15. (b) F. Mathey, Chem. Rev. 88 (1988) 429
16. (c) L.D. Quin, A.R. Katritzky, Comprehensive Heterocyclic Chemistry, Pergamon Press, Oxford, 1996, pp. 757
17. (d) P. von Ragué Schleyer, P.K. Freeman, H. Jiao, B. Goldfuss, Angew. Chem. Int. Ed. Engl. 34 (1995) 337
18. (e) P. von Ragué Schleyer, C. Maeker, A. Dransfeld, H. Jiao, N.J.R. van Eikema Hommes, J. Am. Chem. Soc. 118 (1996) 6317
19. (f) D. Delaere, A. Dransfeld, M.N. Nguyen, L.G. Vanquickenborne, J. Org. Chem. 67 (2000) 2631
20. (a) W. Schäfer, F. Schweig, F. Mathey, J. Am. Chem. Soc. 28 (1975) 407
21. (b) E. Mattmann, F. Mathey, A. Sevin, G. Frison, J. Org. Chem. 67 (2002) 1208
22. (c) E. Mattmann, F. Mercier, L. Ricard, F. Mathey, J. Org. Chem. 67 (2002) 5422.
23. (a) P.J. Fagan, W.A. Nugent, J. Am. Chem. Soc. 110 (1988) 2310
24. (b) P.J. Fagan, W.A. Nugent, J.C. Calabrese, J. Am. Chem. Soc. 116 (1994) 1880
25. (a) C. Hay, C. Fischmeister, M. Hissler, L. Toupet, R. Réau, Angew. Chem. Int. Ed. Engl. 10 (2000) 1812
26. (b) C. Hay, M. Hissler, C. Fischmeister, J. Rault-Berthelot, L. Toupet, L. Nyulaszi, R. Réau, Chem. Eur. J. 7 (2001) 4222
27. (c) C. Hay, C. Fave, M. Hissler, J. Rault-Berthelot, R. Réau, Org. Lett. 5 (2003) 3467
28. (d) M. Hissler, P. Dyer, R. Réau, Coord. Chem. Rev. 244 (2003) 1
29. D. Le Vilain C. Hay V. Deborde L. Toupet R. Réau Chem. Commun. 1999 345
30. D. Delaere M.N. Nguyen L.G. Vanquickenborne J. Phys. Chem. A 107 2003 838
31. S. Yamagushi Y. Itami K. Tamao Organometallics 17 1998 4910
32. (a) S.R. Marder, Inorganic Materials, Wiley, New York, 1992
33. (b) M. Gerloch, E.C. Constable, Transition Metal Chemistry, VCH, New York, 1994
34. (a) K.B. Dillon, F. Mathey, J.F. Nixon, Phosphorus: The Carbon Copy, Wiley, Chichester, 1998
35. (b) F. Mathey Phosphorus-Carbon Heterocyclic Chemistry: The Rise of a New Domain, Pergamon Press, Oxford, 2001
36. C. Fave T.Y. Cho M. Hissler C.W. Chen T.Y. Luh C.C. Wu R. Réau J. Am. Chem. Soc. 125 2003 9254
37. (a) Y.A. Lee, J.E. McGarrah, R.J. Lachicotte, R. Eisenberg, J. Am. Chem. Soc. 124 (2002) 10663
38. (b) V.W.W. Yam, C.L. Chang, C.K. Li, K.M.C. Wong, Coord. Chem. Rev. 216-217 (2001) 173
39. M. Sauthier F. Leca L. Toupet R. Réau Organometallics 21 2002 1591
40. M. Sauthier B. Le Guennic V. Deborde L. Toupet J.-F. Halet R. Réau Angew. Chem. Int. Ed. Engl. 40 2001 228
41. (a) J.N. Harvey, K.M. Heslop, A.G. Orpen, P.G. Pringle, Chem. Commun. (2003) 278
42. (b) J. Buey, S. Coco, L. Diez, P. Espinet, J.M. Martin-Alvarez, J.A. Miguel, S. Garcia-Granda, A. Tesouro, I. Ledoux, J. Zyss, Organometallics 17 (1998) 1750
43. P. Espinet, C. Hernandez, J.M. Martin-Alvarez, J.A. Miguel, Inorg. Chem. 43 (2004) 843
44. (a) T. Pechmann, C.D. Brandt, H. Werner, Chem. Eur. J. 10 (2004) 728
45. (b) H. Werner, Angew. Chem. Int. Ed. Engl. 43 (2000) 938
46. F. Leca M. Sauthier V. Deborde L. Toupet R. Réau Chem. Eur. J. 9 2003 3785
47. C. Fave M. Hissler K. Sénéchal I. Ledoux J. Zyss R. Réau Chem. Commun. 2002 1674
48. (a) I.D.L. Albert, T.J. Marks, M.A. Ratner, J. Am. Chem. Soc. 119 (1997) 6575
49. (b) D. Delaire, A. Dransfeld, M.T. Nguyen, L.G. Vanquickenborne, J. Org. Chem. 65 (2000) 2631
50. (a) B.J. Coe, J.A. Harris, K. Clays, A. Persoons, K. Wostyn, B.S. Brunschwig, Chem. Commun. (2001) 1548
51. (b) O. Maury, J.-P. Guégan, T. Renouard, A. Hilton, P. Dupau, N. Sandon, L. Toupet, H. Le Bozec, New J. Chem. 25 (2001) 1553
52. (c) T. Renouard, H. Le Bozec, Eur. J. Inorg. Chem. 1 (2000) 229
53. (d) S. Di Bella, Chem. Soc. Rev. 30 (2001) 355
54. (e) P.G. Lacroix, Eur. J. Inorg. Chem. (2001) 339
55. (a) F. Leca, M. Sauthier, B. le Guennic, C. Lescop, L. Toupet, J.-F. Halet, R. Réau, Chem. Commun. (2003) 1774
56. (b) F. Leca, C. Lescop, L. Toupet, R. Réau, Organometallics 23 (2004) 6191
57. (a) V. Balzani, A. Juris, M. Venturi, S. Campagna, S. Serroni, Chem. Rev. 96 (1996) 759
58. (b) R. Ziessel, M. Hissler, A. El-ghayoury, A. Harriman, Coord. Chem. Rev. 178-180 (1998) 1251
59. (c) J.-M. Lehn, Supramolecular Chemistry, VCH, Weinheim, 1995
60. (d) F. Barigelletti, L. Flamigni, V. Balzani, J.-P. Colin, J.-P. Sauvage, A. Sour, E.C. Constable, A.M.W. Cargill-Thompson, J. Am. Chem. Soc. 104 (1994) 7692
61. (e) N.J. Long, C.K. Williams, Angew. Chem. Int. Ed. Engl. 42 (2003) 2586
62. (a) C. Hay, M. Sauthier, V. Deborde, M. Hissler, L. Toupet, R. Réau, J. Organomet. Chem. 643 (2002) 494
63. (b) A. Caballero, F.A. Jalón, B.R. Manzano, M. Sauthier, L. Toupet, R. Réau, J. Organomet. Chem. 663 (2002) 118