The Fluoro Analogue of Wilkinson's Catalyst and Unexpected Ph-Cl Activation

Journal of the American Chemical Society

Volumn 126, Issue 10, 2004, Pages 3068-3069

  Grushin, Vladimir V ^a   Marshall, William J ^a  

^a DUPONT COMPANY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CHLORIDE; CHLOROTRIS(TRIPHENYLPHOSPHINE)RHODIUM; RHODIUM DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CATALYST; CHEMICAL ANALYSIS; CHEMICAL BOND; MOLECULAR STABILITY; REACTION ANALYSIS; STRUCTURE ANALYSIS; TEMPERATURE DEPENDENCE; X RAY ANALYSIS;

EID: 1642268224     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja049844z     Document Type: Article

References (30)

1. Jardine, F. H. Prog. Inorg. Chem. 1981, 28, 63.
2. 2d
3. (b) Van Gaal, H. L. M.; Van den Bekerom, F. L. A.; Verlaan, J. P. J. J. Organomet. Chem. 1976, 114, C35.
4. (c) Jones, C. M.; Doherty, N. M. Polyhedron 1995, 14, 81.
5. (d) Braun, T.; Noveski, D.; Neumann, B.; Stammler, H.-G. Angew. Chem., Int. Ed. 2002, 41, 2745.
6. For reviews, see: (a) Doherty, N. M.; Hoffmann, N. W. Chem. Rev. 1991, 91, 553.
7. (b) Murphy, E. F.; Murugavel, R.; Roesky, H. W. Chem. Rev. 1997, 97, 3425.
8. (c) Mezzetti, A.; Becker, C. Helv. Chim. Acta 2002, 85, 2686. Also, see: Becker, C.; Kieltsch, I.; Broggini, D.; Mezzetti, A. Inorg. Chem. 2003, 42, 8417.
9. (c) Mezzetti, A.; Becker, C. Helv. Chim. Acta 2002, 85, 2686. Also, see: Becker, C.; Kieltsch, I.; Broggini, D.; Mezzetti, A. Inorg. Chem. 2003, 42, 8417.
10. (d) Grushin, V. V. Chem. Eur. J. 2002, 8, 1006.
11. P-F = 172.4 Hz).
12. 3 per Rh has been reported: Vicente, J.; Gil-Rubio, J.; Bautista, D. Inorg. Chem. 2001, 40, 2636.
13. Gil-Rubio, J.; Weberndorfer, B.; Werner, H. J. Chem. Soc., Dalton Trans. 1999, 1437.
14. Caulton, K. G. New J. Chem. 1994, 18, 25.
15. (a) Mori, K.; Mizoroki, T.; Ozaki, T. Bull. Chem. Soc. Jpn. 1976, 49, 758.
16. 31P NMR), due to halide exchange.
17. Ishiyama, T.; Hartwig, J. J. Am. Chem. Soc. 2002, 122, 12043.
18. Grushin, V. V.; Alper, H. Chem. Rev. 1994, 94, 1047.
19. P-Rh = 103.6 Hz, see: Fawcett, J.; Holloway, J. H.; Saunders, G. C. Inorg. Chim. Acta Acia 1992, 202, 111).
20. P-P = 40.7 Hz).
21. P-P = 41.5 Hz).
22. 31P NMR spectrum: Kuznetsov, V. F.; Yap, G. P. A.; Bensimon, C.; Alper, H. Inorg. Chim. Acta 1998, 280, 172.
23. Keim, W. J. Organomet. Chem. 1968, 14, 179.
24. (a) Semmelhack, M. F.; Ryono, L. Tetrahedron Lett. 1973, 31, 2967.
25. 2 via C-Cl oxidative addition and C-C reductive elimination (Scheme 2).
26. (a) Macgregor, S. A.; Neave, G. W. Organometallics 2004, 23, 891.
27. 6: Blum, O.; Frolow, F.; Milstein, D. J. Chem. Soc., Chem. Commun. 1991, 258.
28. 2,18b both of which were indeed produced by the reaction of 1 with PhBr.
29. (b) Riesel, L.; Haenel, J.; Ohms, G. J. Fluorine Chem. 1988, 38, 335.
30. Grushin, V. V. Angew. Chem., Int. Ed. 1998, 37, 994.