Neutral and cationic palladium(II) complexes of a diazapyridinophane. Structure, fluxionality, and reactivity toward ethylene

Organometallics

Volumn 20, Issue 24, 2001, Pages 5050-5055

  Meneghetti, Simoni Plentz ^a,b   Lutz, Pierre J ^b   Kress, Jacky ^a  

^a UNIVERSITÉ DE STRASBOURG   (France)

^b INSTITUT CHARLES SADRON   (France)

Author keywords

[No Author keywords available]

Indexed keywords

DIAZAPYRIDINOPHANE; FLUXIONALITY; MACROCYCLIC LIGAND; REACTIVITY;

COMPLEXATION; ETHYLENE; MOLECULAR STRUCTURE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PALLADIUM COMPOUNDS; POLYMERIZATION; REACTION KINETICS; SUBSTITUTION REACTIONS; SYNTHESIS (CHEMICAL); X RAY ANALYSIS;

ORGANOMETALLICS;

EID: 0035956464     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om010475e     Document Type: Article

References (36)

1. (a) Fronczek, F. R., Mamo, A., Pappalardo, S. Inorg. Chem. 1989, 28, 1419.
2. (b) Sakaba, H., Kabuto, C., Horino, H., Arai, M. Bull. Chem. Soc. Jpn. 1990, 63, 1822.
3. (c) Che, C.-M., Li, Z.-Y., Wong, K.-Y., Poon, C.-K., Mak, T. C. W., Peng, S.-M. Polyhedron 1994, 13, 771.
4. Krüger, H.-J., Chem. Ber. 1995, 128, 531.
5. (e) Koch, W. O., Krüger, H.-J. Angew. Chem., Int. Ed. Engl. 1995, 34, 2671.
6. (f) Kelm, H., Krüger, H.-J. Inorg. Chem. 1996, 35, 3533.
7. (g) Koch, W. O., Schünemann, V., Gerdan, M., Trautwein, A. X., Krüger, H.-J. Chem. Eur. J. 1998, 4, 686 and 1255.
8. (h) Plentz Meneghetti, S., Lutz, P. J., Fischer, J., Kress, J. Polyhedron 2001, 20, 2705.
9. (a) Kelm, H., Krüger, H.-J. Eur. J. Inorg. Chem. 1998, 1381.
10. (b) Koch, W. O., Kaiser, J. T., Kruger, H.-J. Chem. Commun. 1997, 2237.
11. (a) Johnson, L. K., Killian, C. M., Brookhart, M. J. Am. Chem. Soc. 1995, 117, 6414.
12. (b) Johnson, L. K., Mecking, S., Brookhart, M. J. Am. Chem. Soc. 1996, 118, 267.
13. (c) Deng, L., Woo, T. K., Cavello, L., Margl, P. M., Ziegler, T. J. Am. Chem. Soc. 1997, 119, 6177.
14. (d) Schleis, T., Heinemann, J., Spaniol, T. P., Mulhaupt, R., Okuda, J. Inorg. Chem. Commun. 1998, 1, 431.
15. (e) Musaev, D. G., Froese, R. D. J.; Morokuma, K. Organometallics 1998, 17, 1850.
16. (f) Mecking, S., Johnson, L. K., Wang, L., Brookhart, M. J. Am. Chem. Soc. 1998, 120, 888.
17. (g) Guan, Z., Cotts, P. M., McCord, E. F., McLain, S. J. Science 1999, 283, 2059.
18. (h) Ittel, S. D., Johnson, L. K., Brookhart, M. Chem. Rev. 2000, 100, 1169.
19. (i) Tempel, D. J., Johnson, L. K., Huff, R. L., White, P. S., Brookhart, M. J. Am. Chem. Soc. 2000, 122, 6686.
20. (j) Gottfried, A. C., Brookhart, M. Macromolecules 2001, 34, 1140.
21. (k) Plentz Meneghetti, S., Kress, J., Lutz, P. J. Macromol. Chem. Phys. 2000, 201, 1823.
22. (l) Held, A., Mecking, S., Chem. Eur. J. 2000, 6, 4623.
23. (m) Mecking, S., Coord. Chem. Rev. 2000, 203, 325.
24. py = 2.14(1) Å Pd-Cl = 2.251(6) Å.
25. 6 is shifting their resonances downfield (δ 6.11 for 1a, 6.68 for 1b, 5.64/5.54 for 2a, 5.03/5.00 for 3a, 5.71/5.36 for 3b). This latter effect is also observed for the t-Bu substituent of the coordinated amine functions [δ 1.64 (-26°C) and 1.40 (-60°C) for 1b and 3b, respectively].
26. Miller, R. G., Stauffer, R. D., Fahey, D. R., Parnell, D. R. J. Am. Chem. Soc. 1970, 92, 1511.
27. Indexes i or o, f or c, and Cl, Me, or NCMe designate protons located respectively inside or outside the macrocyclic ring, beside the free or the coordinated amine function, and on the side of the Cl, Me, or NCMe ligands.
28. c,i one (δ 3.68).
29. They do not collapse, however, with the singlet due to free ethylene (δ 5.39), showing that chemical exchange between bound and unbound ethylene is slow on the NMR time scale and that the palladium-ethylene interaction is rather strong.
30. Günther, H. La spectroscopie de RMN; Masson: Paris, France, 1993.
31. 4 resonances coalesce, but also the two Me (at 25°C) and the two NCMe ones (at 13°C). No exchange between bound and unbound acetonitrile is yet detected at these temperatures, in agreement with the strength of the corresponding palladium-nitrogen bond in the solid state. See also ref 2a.
32. Shanan-Atidi, H., Bar-Eli, K. H. J. Phys. Chem. 1970, 74, 961.
33. Drew, D., Doyle, J. R. Inorg. Synth. 1972, 13, 47.
34. Rulke, R. E., Ernsting, J. M., Spek, A. L., Elsevier, C. J., van Leeuwen, P. W. N. M., Vrieze, K. Inorg. Chem. 1993, 32, 5759.
35. Bahr, S. R., Boudjouk, P. J. Org. Chem. 1992, 57, 5545.
36. 3f.