Role of the ligand and of the size and flexibility of the palladium-ancillary ligand cycle on the reactivity of substituted alkynes toward palladium(0) complexes bearing potentially terdentate nitrogen-sulfur-nitrogen or nitrogen-nitrogen-nitrogen ligands: Kinetic and structural study

Organometallics

Volumn 25, Issue 22, 2006, Pages 5355-5365

  Canovese, Luciano ^a   Visentin, Fabiano ^a   Chessa, Gavino ^a   Uguagliati, Paolo ^a   Levi, Carlo ^a   Dolmella, Alessandro ^b   Bandoli, Giuliano ^b  

^a CA' FOSCARI UNIVERSITY OF VENICE   (Italy)

^b UNIVERSITY OF PADOVA   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

COMPLEXATION; MOLECULAR STRUCTURE; NITROGEN; NUCLEAR MAGNETIC RESONANCE; OLEFINS; PALLADIUM; REACTION KINETICS; REDUCTION; SULFUR; UNSATURATED COMPOUNDS; X RAY ANALYSIS;

ALKYNES; PYRIDINES; RATE LAW; TERDENTATE LIGANDS;

ORGANOMETALLICS;

EID: 33751439215     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om0604728     Document Type: Article

References (43)

1. Campora, J.; Palma, P.; Carmona, E. Coord. Chem. Rev. 1999, 193, 207.
2. (a) van Belzen, R.; Hoffman, H.; Elsevier, C. J. Angew. Chem. Int. Ed. Eng. 1997, 36, 1743.
3. (b) van Beizen, R.; Klein, R. A.; Kooijman, H.; Veldman, N.; Spek, A. L.; Elsevier, C. J. Organometallics 1998, 17, 1812.
4. (c) van Belzen, R.; Elsevier, C. J.; Dedieu, A.; Veldman, N.; Spek, A. L. Organometallics 2003, 22, 722.
5. (a) Schore, N. E. Chem. Rev. 1988, 88, 1081.
6. (b) Cacchi, S. J. Organomet. Chem. 1999, 576, 42.
7. (c) Rubin, M.; Sromek, A. W.; Gevorgyan, V. Synlett 2003, 15, 2265.
8. Canovese, L.; Visentin, F.; Chessa, G.; Uguagliati, P.; Levi, C.; Dolmella, A. Organometallics 2005, 24, 5537.
9. tom Dieck, H.; Munz, C.; Müller, C. J. Organomet. Chem. 1990, 384, 243.
10. Canovese, L.; Visentin, F.; Chessa, G.; Gardenal, G.; Uguagliati, P. J. Organomet, Chem. 2001, 622, 155.
11. Moseley, K.; Maitlís, P. M. Chem. Commun. 1971, 1604.
12. Kluver, A. M.; Elsevier, C. J.; Bühl, M.; Lutz,M.; Spek, A. L. Angew. Chem., Int. Ed. 2003, 42, 3501.
13. Canovese, L.; Visentin, F.; Uguagliati, P.; Di Bianca, F.; Antonaroli, S.; Corociani, B. J. Chem. Soc. Dalton Trans. 1994, 3113.
14. Johnson, C. K. ORTEṖ; Report ORNL-5138; Oak Ridge National Laboratory, Oak Ridge, TN, 1976.
15. Allen, F. H. Acta Crystallogr. 2002, B58, 380-388. Cambridge Structural Database (Version 5.27 of November 2005 + 1 update).
16. (a) Shin, D. M.; Son, S. U.; Hong, B. K.; Chung, Y. K.; Chun, S.-H. J. Mol. Catal 2004, A 210, 35 (entry codes ATAHOS, ATAHUY, ATAJAG).
17. (b) Hahn, F. E.; von Fehren, T.; Wittenbecher, L.; Frohlich, R. Z. Naturforsch., B: Chem. Sci. 2004, 59, 541 (entry code EZANUO).
18. (c) Lesueur, W.; Rogers, A. J.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Inorg. Chem. 1998, 37, 44 (entry code PAQTUW).
19. (d) Ni, Y.; Li, S.-W.; Yu, K.-B.; Zheng, W.-Z.; Zhang, L.-F. J. Sichuan Normal Univ., Nat. Sci. Ed. 1999, 22, 707 (entry code RASSIN).
20. (e) Meneghetti, S. P.; Lutz, P. J.; Kress, J. Organometallics 2001, 20, 5050 (entry codes XOKNUG, XOKPES).
21. (f) Marsh, R. E. Acta Crystallogr., Sect. B 2004, 60, 252 (entry code XOKNUG01).
22. (a) Oakley, S. H.; Coles, M. P.; Hitchcock, P. B. Inorg. Chem. 2004, 43, 7564 (entry code FAJGED).
23. (b) Maassarani, F.; Pfeffer, M.; Le Borgne, G. Organometallics 1987, 6, 2043 (entry code FOXFED).
24. (a) Selvakumar, K.; Zapf, A.; Spannenberg, A.; Beller, M. Chem.-Eur. J. 2002, 8, 3901 (entry code EGILUB).
25. (b) Yamamoto, Y.; Ohno, T.; Itoh, K. Organometallics 2003, 22, 2267 (entry code EJAJUU).
26. (c) Steffanut, P.; Osborn, J. A.; DeCian, A.; Fisher, J. Chem. Eur. J. 1998, 4, 2008 (entry code HEQCOV).
27. (d) Milani, B.; Mestroni, G.; Zangrando, E. Croat. Chem. Acta 2001, 74, 851 (entry code OCIZIJ).
28. (e) Klein, R. A.; Witte, P.; van Belzen, R.; Fraanje, J.; Goubitz, K.; Numan, M.; Schenk, H.; Ernsting, J. M.; Elsevier, C. J. Eur. J. Inorg. Chem. 1998, 319, 9 (entry code VAJQOM).
29. (a) Stahl, S. S.; Thorman, J. L.; Nelson, R. C.; Kozee, M. A. J. Am. Chem. Soc. 2001, 123, 7188 (entry code AFIJEE).
30. (b) Pierpont, C. G.; Buchanan, R. M.; Downs, H. H. J. Organomet. Chem. 1977, 124, 103 (entry code BPBZAP).
31. (c) Kranenburg, M.; Delis, J. G. P.; Kamer, P. C. J.; van Leeuwen, P. W. N. M.; Vrieze, K.; Veldman, N.; Spek, A. L.; Goubitz, K.; Fraanje, J. J. Chem. Soc., Dalton Trans. 1997, 1839 (entry code NATDOB).
32. (d) Kluwer, A. M.; Elsevier, C. J.; Buhl, M.; Lutz, M.; Spek, A. L. Angew. Chem., Int. Ed. 2003, 42, 3501 (entry code OJUYEX).
33. (e) Klein, R. A.; Witte, P.; van Belzen, R.; Fraanje, J.; Goubitz, K.; Numan, M.; Schenk, H.; Ernsting, J. M.; Elsevier, C. J. Eur. J. Inorg. Chem. 1998, 319, 9 (entry code VAJQIG).
34. (f) Zagorodnikov, V. P.; Katser, S. B.; Vargaftik, M. N.; Porai-Koshits, M. A.; Moiseev, I. I. Koord. Khim. 1989, 15, 1540 (entry code VUFNUF).
35. (g) Stahl, S. S.; Thorman, J. L.; de Silva, N.; Guzei, I. A.; Clark, R. W. J. Am. Chem. Soc. 2003, 125, 12 (entry codes WUVRAG, WUVREK, WUVRIO). The tenth structure, with the entry code OCIZIJ, has been already mentioned in the above reference.
36. Bamford, C. H.; Tipper, C. F. H. Chemical Kinetics; Elsevier: Amsterdam, 1969; Vol. 2, Chapter 2.
37. Canovese, L.; Visentin, F; Chessa, G.; Uguagliati, P.; Bandoli, G. Organometallics 2000, 19, 1461.
38. Canovese, L.; Visentin, F.; Chessa, G.; Niero, A.; Uguagliati, P.; Inorg. Chim. Acta 1999, 293, 44.
39. Su, C.-Y.: Kang, B.-S.; Sun, J. Chem. Lett. 1997, 6, 821.
40. Newkome, G. R.; Gupta, V. K.; Fronczek, F. R.; Pappalardo, S. Inorg. Chem. 1984, 23, 2400.
41. North, A. T. C.; Philips, D. C.; Mathews, F. S. Acta Crystallogr. 1968, A24, 351.
42. Sheldrick, G. M. SHELXTL NT, Version 5.10; Bruker AXS Inc., Madison, WI, 1999.
43. Sheldrick, G. M. SHELXL-97, Program for the Refinement of Crystal Structures; University of Göttingen, Göttingen, Germany, 1997.