Carbon-sulfur and carbon-phosphorus bond cleavage and subsequent carbon-carbon bond formation promoted by an active ruthenium(0) species

Organometallics

Volumn 21, Issue 25, 2002, Pages 5526-5530

  Kawano, Hiroyuki ^a,b   Narimatsu, Hayato ^a   Yamamoto, Daisuke ^a   Tanaka, Keiichi ^a   Hiraki, Katsuma ^a   Onishi, Masayoshi ^a  

^a NAGASAKI UNIVERSITY   (Japan)

^b KOGAKUIN UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CARBON; CHEMICAL BONDS; ISOMERIZATION; MOLECULAR STRUCTURE; RUTHENIUM COMPOUNDS; SILICA GEL; THIN LAYER CHROMATOGRAPHY; X RAY ANALYSIS;

HYDRODESULFURIZATION (HDS);

ORGANOMETALLICS;

EID: 0037663388     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om020127s     Document Type: Article

References (49)

1. (a) Bianchini, C.; Meli, A. J. Chem. Soc., Dalton Trans. 1996, 801.
2. (b) Angelici, R. J. Polyhedron 1997, 16, 3073.
3. (c) Harris, S. Polyhedron 1997, 16, 3219.
4. (a) Blonski, C.; Myers, A. W.; Palmer, M. S.; Harris, S.; Jones, W. D. Organometallics 1997, 16, 3819.
5. (b) Angelici, R. J. Organometallics 2001, 20, 1259.
6. Chisholm, M. H.; Haubrich, S. T.; Martin, J. D.; Streib, W. E. J. Chem. Soc., Chem. Commun. 1994, 683.
7. Dullaghan, C. A.; Carpenter, G. B.; Sweigart, D. A.; Choi, D. S.; Lee, S. S.; Chung, Y. K. Organometallics 1997, 16, 5688.
8. (a) Reynolds, M. A.; Guzei, I. A.; Angelici, R. J. Chem. Commun. 2000, 513.
9. (b) Reynolds, M. A.; Guzei, I. A.; Angelici, R. J. Organometallics 2001, 20, 1071.
10. (a) Kaesz, H. D.; King, R. B.; Manuel, T. A.; Nichols, L. D.; Stone, F. G. A. J. Am. Chem. Soc. 1960, 82, 4749.
11. (b) King, R. B.; Treichel, P. M.; Stone, F. G. A. J. Am. Chem. Soc. 1961, 83, 3600.
12. (c) Ogilvy, A. E.; Draganjac, M.; Rauchfuss, T. B.; Wilson, S. R. Organometallics 1988, 7, 1171.
13. (a) Arce, A. J.; Arrojo, P.; Deeming, A. J.; De Sanctis, Y. J. Chem. Soc., Italian Trans. 1992, 2423.
14. (b) Dailey, K. M. K.; Rauchfuss, T. B.; Rheingold, A. L.; Yap, G. P. A. J. Am. Chem. Soc. 1995, 117, 6396.
15. (c) Matsubara, K.; Okamura, R.; Tanaka, M.; Suzuki, H. J. Am. Chem. Soc. 1998, 120, 1108.
16. (d) Jones, W. D.; Chin, R. M.; Hoaglin, C. L. Organometallics 1999, 18, 1786.
17. (a) Jones, W. D.; Chin, R. M. Organometallics 1992, 11, 2698.
18. (b) Jones, W. D.; Chin, R. M. J. Organomet. Chem. 1994, 472, 311.
19. (c) Jones, W. D.; Vicic, D. A.; Chin, R. M.; Roache, J. H.; Myers, A. W. Polyhedron 1997, 16, 3115.
20. (a) Chin, R. M.; Jones, W. D. Angew. Chem., Int. Ed. Engl. 1992, 31, 357.
21. (b) Jones, W. D.; Chin, R. M. J. Am. Chem. Soc. 1992, 114, 9851.
22. (c) Luo, S.; Skaugset, A. E.; Rauchfuss, T. B.; Wilson, S. R. J. Am. Chem. Soc. 1992, 114, 1732.
23. (a) Jones, W. D.; Chin, R. M. J. Am. Chem. Soc. 1994, 116, 198.
24. (b) Bacchi, A.; Bianchini, C.; Herrera, V.; Jiménez, M. V.; Mealli, C.; Meli, A.; Moneti, S.; Peruzzini, M.; Sanchez-Delgado, R. A.; Vizza, P. J. Chem. Soc., Chem. Commun. 1995, 921.
25. Vicic, D. A.; Jones, W. D. J. Am. Chem. Soc. 1999, 121, 7606.
26. Smith, V. C. M.; Alpin, R. T.; Brown, J. M.; Hursthouse, M. B.; Karalulov, A. I.; Abdul Malik, K. M.; Cooley, N. A. J. Am. Chem. Soc. 1994, 116, 5180.
27. Topsøe, H.; Clausen, B. S.; Massoth, F. E. Hydrotreating Catalysis; Springer-Verlag: Berlin, Germany, 1996.
28. (a) Dungey, K. E.; Curtis, M. D. J. Am. Chem. Soc. 1997, 119, 842.
29. (b) Curtis, M. D.; Druker, S. H. J. Am. Chem. Soc. 1997, 119, 1027.
30. Hiraki, K.; Kira, S.; Kawano, H. Bull. Chem. Soc. Jpn. 1997, 70, 1583.
31. (a) Hiraki, K.; Koizumi, M.; Kira, S.; Kawano, H. Chem. Lett. 1998, 47.
32. (b) Hiraki, K.; Ishimoto, T.; Kawano, H. Bull. Chem. Soc. Jpn. 2000, 73, 2099.
33. Kakiuchi, F.; Sekine, S.; Tanaka, Y.; Kamatani, A.; Sonoda, M.; Chatani, N.; Murai, S. Bull. Chem. Soc. Jpn. 1995, 68, 62.
34. (a) Klemperer, W. G.; Bianxia, Z. Inorg. Chem. 1993, 32, 5821.
35. (b) Shiu, K.-B.; Li, C.-H.; Chan, T.-J.; Peng, S.-M.; Cheng, M.-C.; Wang, S.-L.; Liao, F.-L,; Chiang, M. Y. Organometallics 1995, 14, 524.
36. (c) Sherlock, S. J.; Cowie, M.; Singleton, E.; Steyn, M. M. de V. J. Organomet. Chem. 1989, 361, 353.
37. (d) Andren, P. L.; Cabeza, J. A.; Riera, V.; Robert, F.; Jeannin, Y. J. Organomet. Chem. 1989, 372, C15.
38. (e) Garcia-Granda, S.; Obeso-Rosete, R.; Gonzalez, J. M. R.; Anillo, A. Acta Crystallogr. 1990, C46, 2043.
39. (f) Shiu, K.-B.; Peng, S.-M.; Cheng, M.-C. J. Organomet. Chem. 1993, 452, 143.
40. (g) Shiu, K.-B.; Yang, L.-T.; Jean, S.-W.; Li, C.-H.; Wu, R.-R.; Wang, J.-C.; Liou, L.-S.; Chiang, M. Y. Inorg. Chem. 1996, 35, 7845.
41. Palmer, M. S.; Harris, S. Organometallics 2000, 19, 2114.
42. Omori, H.; Suzuki, H.; Take, Y.; Moro-oka, Y. Organometallics 1989, 8, 2270.
43. PP values. We have no reasonable explanation for this strange spin interaction between the two terminal P nuclei through the P-Ru-Ru-P structure.
44. Ahmad, N.; Levison, J. J.; Robinson, S. D.; Uttley, M. F. Inorg. Synth. 1974, 15, 48.
45. Sheldrick, G. M. SHELXS86. Crystallographic Computing 3; Oxford University Press: Oxford, U.K., 1985.
46. SIR92. Altomare, A.; Burla, M. C.; Camalli, M.; Cascarano, M.; Giacovazzo, C.; Guagliardi, A.; Polidori, G. J. Appl. Crystallogr, 1994, 27, 435.
47. Beurskens, P. T.; Admiraal, G.; Beurskens, G.; Bosnian, W. P.; de Gelder, R.; Israel, R.; Smits, J. M. M. The DIRDIF-94 program system; Technical Report of the Crystallography Laboratory; University of Nijmegen, Nrjmegen, The Netherlands, 1994.
48. International Tables for X-ray Crystallography; Kynoch Press: Birmingham, England, 1974; Vol. IV.
49. teXsan, Crystal Structure Analysis Package; Molecular Structure Corp.: The Woodlands, TX, 1985 and 1992.