Rate and mechanism of the oxidative addition of phenyl iodide to Pd0 ligated by triphenylarsine: Evidence for the formation of a T-shaped complex [PhPdI(AsPh3)] and for the decelerating effect of CH2=CH-SnBu3 by formation of [Pd0(η 2-CH2=CH-SnBu3)(AsPh3) 2]

Chemistry - A European Journal

Volumn 7, Issue 10, 2001, Pages 2134-2142

  Amatore, Christian ^a   Bucaille, Arnaud ^a   Fuxa, Alain ^a   Jutand, Anny ^a   Meyer, Gilbert ^a   Ndedi Ntepe, Alexandre ^a  

^a ECOLE NORMALE SUPÉRIEURE   (France)

Author keywords

As ligands; Mechanisms; Oxidative addition; Palladium; Reaction; Tin derivatives

Indexed keywords

CATALYST ACTIVITY; DECELERATION; IODINE COMPOUNDS; OXIDATION; PHASE EQUILIBRIA; RATE CONSTANTS;

STILLE REACTIONS;

PALLADIUM;

ARSINE DERIVATIVE; IODINE DERIVATIVE; PALLADIUM COMPLEX; PHENYL IODIDE; TIN DERIVATIVE; TRIPHENYLARSINE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL REACTION; COMPLEX FORMATION; CONCENTRATION (PARAMETERS); DECELERATION; OXIDATION; REACTION ANALYSIS; REACTION TIME; SYNTHESIS;

EID: 0035906843     PISSN: 09476539     EISSN: None     Source Type: Journal    
DOI: 10.1002/1521-3765(20010518)7:10<2134::AID-CHEM2134>3.0.CO;2-9     Document Type: Article

References (30)

1. V. Farina, B. Krishnan, J. Am. Chem. Soc. 1991, 113, 9585-9595.
2. For a review, see: V. Farina, G. P. Roth, Adv. Metalorg. Chem. 1996, 5, 1-53.
3. A. L. Casado, P. Espinet, J. Am. Chem. Soc. 1998, 120, 8978-8985.
4. [5]
5. C. Amatore, A. Jutand, G. Meyer, H. Atmani, F. Khalil, F. Ouazzani Chahdi, Organometallics 1998, 17, 2958-2964.
6. C. Amatore, A. Jutand, F. Khalil, M. A. M'Barki, L. Mottier, Organometallics 1993, 12, 3168-3178.
7. For a review see: C. Amatore, A. Jutand, Coord. Chem. Rev. 1998, 178-180, 511-528.
8. 3, see: a) J. M. Brown, M. Pearson, T. B. H. Jastrzebski, G. Van Koten, J. Chem. Soc. Chem. Commun. 1992, 1440-1441;
9. b) J. M. Brown, M. Pearson, T. B. H. Jastrzebski, G. Van Koten, J. Chem. Soc. Chem. Commun. 1992, 1440-1441;
10. c) T. Watanabe, M. Sakai, N. Miyaura, A. Suzuki, J. Chem. Soc. Chem. Commun. 1994, 467-468;
11. d) Y. Obora, Y. Tsuji, M. Kobayashi, T. Kawamura, J. Org. Chem. 1995, 60, 4647-4649;
12. e) J. E. C. Wigelmann-Kreiter, U. E. F. Bunz, Organometallics 1995, 14, 4449-4451.
13. C. Amatore, A. Jutand, G. Meyer, Inorg. Chim. Acta 1998, 273, 76-84.
14. C. A. Tolman, Chem. Rev. 1977, 77, 313-348.
15. a) C. Amatore, A. Jutand, F. Khalil, M. F. Nielsen, J. Am. Chem. Soc. 1992, 114, 7076-7085;
16. b) T. I. Wallow, F. E. Goodson, B. M. Novak, Organometallics 1996, 15, 3708-3716.
17. a) C. Amatore, E. Carré, A. Jutand, Acta Chem. Scand. 1998, 52, 100-106;
18. [12a]
19. -3) in DMF is ≈80 μS. See: A. Jutand, A. Mosleh, Organometallics 1995, 14, 1810-1817.
20. 2].
21. J. Louie, J. F. Hartwig, J. Am. Chem. Soc. 1995, 117, 11598-11599.
22. E. Shirakawa, H. Yoshida, T. Hyima, Tet. Lett. 1997, 38, 5177-5180, and references therein.
23. A. Fuxa, Ph.D. Thesis, University of Paris VI, 1999.
24. 3.
25. 0 at 20°C (Table 2).
26. a) C. Amatore, E. Carré, A. Jutand, unpublished results;
27. b) E. Carré, Ph.D. Thesis, University of Paris VII, 1995.
28. A. Jutand, K. K. Hii, M. Thornton-Pett, J. M. Brown, Organometallics 1999, 18, 5367-5374.
29. a) Y. Takahashi, Ts. Ito, S. Sakai, Y. Ishii, J. Chem. Soc. Chem. Commun. 1970, 1065-1066;
30. b) M. M. F. Rettig, P. M. Maitlis, Inorg. Synth. 1977, 17, 134.