Synthesis and characterization of η5-1,2,4-diazaphospholide complexes of ruthenium

Organometallics

Volumn 25, Issue 7, 2006, Pages 1548-1550

  Zheng, Wenjun ^a   Zhang, Guozhen ^a,b   Fan, Kangnian ^a,b  

^a FUDAN UNIVERSITY   (China)

^b Department of Chemistry Physical Chemistry   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

CHARACTERIZATION; CRYSTAL STRUCTURE; DISCRETE FOURIER TRANSFORMS; NEGATIVE IONS; SYNTHESIS (CHEMICAL); X RAY ANALYSIS;

1,2,4-DIAZAPHOSPHOLIDE COMPLEXES; SANDWICH COMPLEXES; X-RAY CRYSTAL STRUCTURE;

RUTHENIUM COMPOUNDS;

EID: 33645805411     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om060041p     Document Type: Article

References (49)

1. Schmidpeter, A.; Willhalm, A. Angew. Chem., Int. Ed. Engl. 1984, 23, 903.
2. In the solid state, 1,2,4-diazaphosphole and 3,5-di-tert-butyl-1,2,4- diazaphosphole are associated via NH⋯N hydrogen bonds and feature a helix or dimer: Polborn, K.; Schmidpeter, A.; Märkl, G. Willhalm, A. Z. Naturforsch. 1999, 54B, 187.
3. Schmidpeter, A.; Karaghiosoff, K. Azaphospholes: In Rings, Clusters and Polymers of Main Group and Transition Elements; Roesky, H. W., Ed.; Elsevier: Amsterdam, The Netherlands, 1989.
4. (a) Nyulászi, L.; Veszprémi, T.; Réffy, J. J. Phys. Chem. 1993, 97, 4011.
5. (b) Nyulászi, L.; Veszprémi, T.; Réffy, J.; Burkhardt, B.; Regitz, M. J. Am. Chem. Soc. 1992, 114, 9080.
6. Schmidpeter, A. In Comprehensive Heterocyclic Chemistry II; Katritzky, R., Rees, C. W., Scriven, E. F. V., Eds.; Pergamon Press: Oxford, U.K., 1996.
7. - ligand.
8. Szarvas, L.; Bajko, Z.; Fusz, S.; Burck, S.; Daniels, J.; Nieger, M.; Gudat, D. Z. Anorg. Allg. Chem. 2002, 628, 2303.
9. Selected recent references for the complexes with phosphorus- and nitrogen-containing aromatic heterocyclic ligands are as follows, (a) Phospholyl complexes: Burney, C.; Carmichael, D.; Forissier, K.; Green, J. C.; Mathey, F.; Ricard, L. Chem. Eur. J. 2005, 11, 5381.
10. (b) 1,3,5-Triphospholyl complexes: Clentsmith, G. K. B.; Cloke, F. G. N.; Green, J. C.; Hanks, J.; Hitchcock, P. B.; Nixon, J. F. Angew. Chem., Int. Ed. 2003, 42, 1038.
11. Clark, T.; Elvers, A.; Heinemann, F. W.; Hennemann, M.; Zeller, M.; Zenneck, U. Angew. Chem., Int. Ed. 2000, 39, 2087.
12. Hitchcock, P. B.; Johnson, J. A.; Nixon, J. F. Organometallics 1995, 14, 4382.
13. (c) Pyrrolyl complexes: Ascenso, J. R.; Dias, A. R.; Ferreira, A. P.; Galvão, A. C.; Salema, M. S.; Veiros, L. F. Inorg. Chim. Acta 2003, 356, 249.
14. (d) Pyrazolato complexes: Zheng, W. J.; Mösch-Zanetti, N. C.; Blunk, T.; Roesky, H. W.; Noltemeyer, M.; Schmidt, H.-G. Organometallics 2001, 20, 3299.
15. (e) Triazolato and tetrazolato complexes: Zheng, W. J.; Heeg, M. J.; Winter, C. H. Angew. Chem., Int. Ed. 2003, 42, 2761 and references therein.
16. Reviews for phospholyl complexes as catalysts and molecular material building blocks: (a) Mathey, F. Angew. Chem., Int. Ed. 2003, 42, 1578.
17. (b) Mathey, F. J. Organomet. Chem. 2002, 646, 15.
18. Selected recent references for pyrrolyl complexes in catalysis: (a) Hansen, J. G.; Johannsen, M. J. Org. Chem. 2003, 68, 1266.
19. (b) Lo, M. M. C.; Fu, G. C. J. Am. Chem. Soc. 2002, 124, 4572.
20. Selected recent references for pyrazolato complexes in catalysis: (a) Baricelli, P. J.; López-Linares, F.; Bruss, A.; Santos, R.; Lujano, E.; Sánchez-Delgado, R. A. J. Mol. Catal. A: Chem. 2005, 239, 130.
21. (b) Most, K.; Hossbach, J.; Vidoviæ, D.; Magull, J.; Mösch-Zanetti, N. C. Adv. Synth. Catal. 2005, 347, 463.
22. (c) Torres, F.; Sola, E.; Elduque, A.; Martinez, A. P.; Lahoz, F. J.; Oro, L. A. Chem. Eur. J. 2000, 6, 2120.
23. - ligand and 3 are contained in the Supporting Information.
24. Pagan, P. J.; Ward, M. D.; Calabrese, J. C. J. Am. Chem. Soc. 1989, 111, 1698.
25. Perera, J. R.; Heeg, M. J.; Schlegel, H. B.; Winter, C. H. J. Am. Chem. Soc. 1999, 121, 4536.
26. Carmichael, D.; Ricard, L.; Mathey, F. J. Chem. Soc., Chem. Commun. 1994, 1167.
27. Zanin, I. E.; Antipin, M. Yu. Crystallogr. Rep. 2003, 48, 249.
28. (a) Carmichael, D.; Mathey, F.; Richard, L.; Seeboth, N. Chem. Commun. 2002, 2976.
29. (b) Scherer, O. J.; Brück, T.; Wolmershäuser, G. Chem. Ber. 1988, 121, 935.
30. (c) Francis, M. D.; Hibbs, D. E.; Hursthouse, M. B.; Jones, C.; Malik, K. M. A. Chem. Commun. 1996, 1591.
31. McComas, C. C.; Ziller, J. W.; Van Vranken, D. L. Organometallics 2000, 19, 2853.
32. Janiak, C.; Shumann, H. Adv. Organomet. Chem. 1991, 33, 291.
33. (a) Gudat, D.; Nieger, M.; Schmitz, K.; Szarvas, L. Chem. Commun. 2002, 1820.
34. (b) Bartsch, R.; Hitchcock, P. B.; Nixon, J. F. J. Chem. Soc., Chem. Commun. 1987, 1146.
35. CP(Me) coupling was reported for the former: Claramunt, R. M.; Lopez, C.; Schmidpeter, A.; Willhalm, A.; Elguero, J.; Alkorta, I. Spectroscopy 2001, 15, 27.
36. (a) Kuhn, N.; Kockerling, M.; Stubenrauch, S.; Blaser, D.; Boese, R. J. Chem. Soc., Chem. Commun. 1991, 1368.
37. (b) Kuhn, N.; Henkel, G.; Stubenrauch, S. Angew. Chem., Int. Ed. Engl. 1992, 31, 778.
38. (c) Tanski, J. M.; Parkin, G. Organometallics 2002, 21, 587.
39. Chaudret, B.; Jalon, F. A. J. Chem. Soc., Chem. Commun. 1988, 711.
40. (a) DFT calculations were carried out at the B3LYP level with 6-311G*/CEP-121G basis sets, computed with Gaussian 03 (Revision B.03) (Frisch, M. J. et al. Gaussian Inc., Pittsburgh, PA, 2003). The B3LYP hybrid density functional method (Becke, A. D. Phys. Rev. A 1988, 38, 3098.
41. Lee, C.; Yang, W.; Parr, R. D. Phys. Rev. B 1988, 37, 785.
42. Becke, A. D. J. Chem. Phys. 1993, 98, 5648.
43. Miehlich, B.; Savin, A.; Stoll, H.; Preuss, H. Chem. Phys. Lett. 1989, 157, 200) was employed in all the calculations, combining a Stevens - Basch - Krauss triple-split valence basis set
44. (Stevens, W. J.; Basch, H.; Krauss, M. J. Chem. Phys, 1984, 81, 6026.
45. Stevens, W. J.; Krauss, M.; Basch, H.; Jasien, P. G. Can. J. Chem. 1992, 70, 612.
46. Cundari, T. R.; Stevens, W. J. J. Chem. Phys, 1993, 98, 5555)
47. on ruthenium and a 6-311G* basis set on other elements. The geometry of the isolated 3,5-di-tert-butyl-1,2,4-diazaphospholide was fully optimized: (b) Foster, J. P.; Weinhold, F. J. Am. Chem. Soc. 1980, 102, 7211
48. (Glendening, E. D.; Reed, A. E.; Carpenter, J. E.; Weinhold, F. NBO Version 3.1).
49. (c) Malar, E. J. P. Eur. J. Inorg. Chem. 2004, 2723.