Synthesis of bimetallic iron-chromium and iron-manganese complexes with conjugated benzodithiophene-based spacers

Synthesis

Volumn , Issue 2, 2007, Pages 277-283

  Li, Ming ^a   Riache, Nassima ^a   Tranchier, Jean Philippe ^a   Rose Munch, Françoise ^a   Rose, Eric ^a   Herson, Patrick ^a   Bossi, Alberto ^b   Rigamonti, Clara ^b   Licandro, Emanuela ^b  

^a SORBONNE UNIVERSITÉ   (France)

^b UNIVERSITY OF MILAN   (Italy)

Author keywords

Arene complexes; Chromium; Cross coupling; Iron; Manganese

Indexed keywords

ARENE COMPLEXES; CROSS COUPLING; ETHYNYLFERROCENE COMPLEX; MONONUCLEAR COMPLEXES;

CHROMIUM; HYDRIDES; IODINE COMPOUNDS; PALLADIUM; POSITIVE IONS; THIOPHENE; X RAY DIFFRACTION ANALYSIS;

IRON COMPOUNDS;

BENZODITHIOPHENE; CHROMIUM DERIVATIVE; EHTHYNYLFERROCENE COMPLEX; FERROCENE DERIVATIVE; IRON COMPLEX; MANGANESE DERIVATIVE; THIOPHENE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL STRUCTURE; COMPLEX FORMATION; POLYMERIZATION; SONOGASHIRA REACTION; SYNTHESIS; X RAY DIFFRACTION;

EID: 33947524612     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2006-958944     Document Type: Article

References (37)

1. (a) Meyer-Friedrichsen, T.; Wong, H.; Prosenc, M. H.; Heck, J. Eur. J. Inorg. Chem.; 2003, 936.
2. (b) Goovaerts, E.; Wenseleers, W. E.; Garcia, M. H.; Cross, G. H. In Handbook of Advanced Electronic and Photonic Materials, Vol. 9; Nalwa, H. S., Ed.; Academic Press: New York, 2001, Chap. 3, 127-191.
3. (c) Mata, J. A.; Peris, E.; Llusar, R.; Uriel, S.; Cifuentes, M. P.; Humphrey, M. G.; Samoc, M.; Luther-Davies, B. Eur. J. Inorg. Chem. 2001, 2113.
4. (d) Di Bella, S. Chem. Soc. Rev. 2001, 30, 355.
5. Green, M. L. H.; Marder, S. R.; Thompson, M. E.; Baudy, J. A.; Bloor, D.; Kolinsky, P.; Jones, R. J. Nature 1987, 330, 360.
6. (a) Fukuzumi, S.; Okamoto, K.; Yoshida, Y.; Imahori, H.; Araki, Y.; Ito, O. J. Am. Chem. Soc. 2003, 125, 1007.
7. (b) Ratera, I.; RuizMolina, D.; Renz, F.; Ensling, J.; Wurst, K.; Rovira, C.; Gütlich, P.; Veciana, J. J. Am. Chem. Soc. 2003, 125, 1462.
8. (c) Mata, J. A.; Peris, E.; Uriel, S.; Llusar, R.; Asselberghs, I.; Persoons, A. Polyhedron 2001, 20, 2083.
9. (d) Farrell, T.; Meyer-Friedrichsen, T.; Heck, J.; Manning, A. R. Organometallics 2000, 19, 3410.
10. Plyta, Z.; Prim, D.; Tranchier, J.-P.; Rose-Munch, F.; Rose, E. Tetrahedron Lett. 1999, 40, 6769.
11. (a) Rao, V. P.; Jen, A. K.-Y.; Wong, K. Y.; Drost, K. J. Tetrahedron Lett. 1993, 34, 1747.
12. (b) Garcia, M. H.; Royer, S.; Robalo, M. P.; Romão Dias, A.; Tranchier, J.-P.; Chavignon, R.; Prim, D.; Auffrant, A.; Rose-Munch, F.; Rose, E.; Vaissermann, J.; Persoons, A.; Asselberghs, I. Eur. J. Inorg. Chem. 2003, 3895.
13. (c) Nalwa, H. S.; Watanabe, T.; Miyata, S. In Nonlinear Optics of Organic Molecules and Polymers; Nalwa, H. S.; Miyata, S., Eds.; CRC Press: New York, 1997.
14. Kim, O. K.; Fort, A.; Barzoukas, M.; Blanchard-Desce, M.; Lehn, J. M. J. Mater. Chem. 1999, 9, 2227.
15. (a) Balssa, F.; Annis, K.; Rose-Munch, F. Tetrahedron Lett. 1992, 33, 1901.
16. (b) Rose-Munch, F.; Gagliardini, V.; Renard, C.; Rose, E. Coord. Chem. Rev. 1998, 178-180, 249.
17. (c) Rose, E.; Le Corre-Susanne, C.; Renard, C.; Gagliardini, V.; Teldji, E.; Rose-Munch, F.; Vaissermann, J. Eur. J. Inorg. Chem. 1999, 421.
18. (d) Auffrant, A.; Prim, D.; Rose-Munch, F.; Rose, E.; Vaissermann, J. Organometallics 2003, 22, 1898.
19. (e) Jacques, B.; Tranchier, J.-P.; Rose-Munch, F.; Rose, E.; Stephenson, G. R. Organometallics 2004, 23, 184.
20. (f) Jacques, B.; Chavarot, B.; Rose-Munch, F.; Rose, E. Angew. Chem. Int. Ed. 2006, 45, 3481.
21. (g) Eloi, A.; Rose-Munch, F.; Jonathan, D.; Tranchier, J. P.; Rose, E. Organometallics 2006, 25, 4554.
22. (a) Balssa, F.; Gagliardini, V.; Le Corre-Suzanne, C.; Rose-Munch, F.; Rose, E.; Vaisserman, J. Bull. Soc. Chim. Fr. 1997, 134, 537.
23. (b) Prim, D.; Auffrant, A.; Rose-Munch, F.; Rose, E.; Vaissermann, J. Organometallics 2001, 20, 1901.
24. (c) Auffrant, A.; Prim, D.; Rose-Munch, F.; Rose, E.; Vaissermann, J. Organometallics 2001, 20, 3214.
25. (d) Auffrant, A.; Prim, D.; Rose-Munch, F.; Rose, E. C. R. Acad. Sci., Ser. IIc: Chim. 2002, 5, 137.
26. (e) Auffrant, A.; Prim, D.; Rose-Munch, F.; Rose, E.; Vaissermann, J. Organometallics 2002, 21, 3500.
27. (a) Rose-Munch, F.; Rose, E. Curr. Org. Chem. 1999, 3, 445.
28. (b) Rose-Munch, F.; Rose, E. Eur. J. Inorg. Chem. 2002, 1269.
29. (c) Rose-Munch, F.; Rose, E. Modern Arene Chemistry; Astruc, D., Ed.; Wiley-VCH: New York, 2002, Chap. 11, 368.
30. (d) Schouteeten, S.; Tranchier, J.-P.; Rose-Munch, F.; Rose, E.; Auffrant, A.; Stephenson, G. R. Organometallics 2004, 232, 4308.
31. (e) Semmelhack, M. F.; Chlenov, A. Top. Organomet. Chem. 2004, 7, 21.
32. Prim, D.; Andrioletti, B.; Rose-Munch, F.; Rose, E.; Couty, F. Tetrahedron 2004, 60, 3325.
33. Polin, J.; Schottenberger, H. Org. Synth. 1996, 73, 262.
34. Baldoli, C.; Bossi, A.; Giannini, C.; Licandro, E.; Maiorana, S.; Perdicchia, D.; Schiavo, M. Synlett 2005, 1137; and references therein.
35. (a) Müller, T. J. J.; Linder, H. J. Chem. Ber. 1996, 129, 607.
36. (b) For a review on arenetricarbonylchromium complexes, see: Semmelhack, M. F. Comprehensive Organometallic Chemistry II, Vol. 12; Abel, E. W.; Stone, F. G. A.; Wilkinson, G., Eds.; Pergamon: Oxford, 1995, Chap. 4, 93.
37. -1) = 9.40; diffractometer KAPPACCD-Enraf Nonius; radiation MoKα (λ = 0.71073 Å); jnb of unique data collected 7932; R = 0.0526; wR = 0.0520. The structure was solved by direct methods using SHELXS86 and refined using the full-matrix least-squares technique on F using CRYSTALS programs. Tables of atomic coordinates, anisotropic parameters, bond lengths and angles may be obtained free of charge from: The Director CCDC, 12 Union Road, Cambridge CB2 1 EZ, UK, on quoting the deposition number CCDC 611351, the names of the authors, and the journal citation [fax;+44 (1223)336033; email: deposit@ccdc.cam.ac.uk; web site: http://www.ccdc.cam.ac. uk].