Catalytic dimerization of terminal alkynes by a hafnium carboranyl complex. A "self-correcting" catalyst

Organometallics

Volumn 16, Issue 21, 1997, Pages 4508-4510

  Yoshida, Masayasu ^a   Jordan, Richard F ^a  

^a E11 SSH   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000788366     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om970752a     Document Type: Article

References (24)

1. (a) Akita, M.; Yasuda, H.; Nakamura, A. Bull. Chem. Soc. Jpn. 1984, 57, 480.
2. (b) Varga, V.; Petrusová, L.; Cejka, J.; Hanus, V.; Mach, K. J. Organomet. Chem. 1996, 509, 235.
3. (a) Horton, A. D. J. Chem. Soc., Chem. Commun. 1992, 185.
4. (b) Horton, A. D.; Orpen, A. G. Angew. Chem., Int. Ed. Engl. 1992, 31, 876.
5. (a) Thompson, M. E.; Baxter, S. M.; Bulls, A. R.; Burger, B. J.; Nolan, M. C.; Santarsiero, B. D.; Schaefer, W. P.; Bercaw, J. E. J. Am. Chem. Soc. 1987, 109, 203.
6. (b) St. Clair, M.; Schaefer, W. P.; Bercaw, J. E. Organometallics 1991, 10, 525.
7. (a) Heeres, H. J.; Teuben, J. H. Organometallics 1991, 10, 1980.
8. (b) Den Haan, K. H.; Wielstra, Y.; Teuben, J. H. Organometallics 1987, 6, 2053.
9. (c) Heeres, H. J.; Nijhof, J.; Teuben, J. H. Organometallics 1993, 12, 2609.
10. (d) Schaverien, C. J. Organometallics 1994, 13, 69.
11. Straub, T.; Haskel, A.; Eisen, M. S. J. Am. Chem. Soc. 1995, 117, 6364.
12. For late-metal catalysts, see: Trost, B. M.; Sorum, M. T.; Chan, C.; Harms, A. E.; Ruhter, G. J. Am. Chem. Soc. 1997, 119, 698 and references therein.
13. Yoshida, M.; Crowther, D. J.; Jordan, R. F. Organometallics 1997, 16, 1349.
14. (a) Crowther, D. J.; Baenziger, N. C.; Jordan, R. F. J. Am. Chem. Soc. 1991, 113, 1455.
15. (b) Crowther, D. J.; Jordan, R. F. Makrmol. Chem., Macromol. Symp. 1993, 66, 121.
16. (c) Jordan, R. F. New Organometallic Models for Ziegler-Natta Catalysts. In Proceedings of the World Metallocene Conference; Catalyst Consultants Inc.: Spring House, PA, 1993; pp 89-96.
17. (d) Crowther, D. J.; Swenson, D. C.; Jordan, R. F. J. Am. Chem. Soc. 1995, 117, 10403.
18. Kreuder, C.; Jordan, R. F.; Zhang, H. Organometallics 1995, 14, 2993.
19. 3 ring of the dicarbollide ligand is as follows: C(1)-C(2)-B(7)-B(8)-B(4). See: Greenwood, N. N.; Earnshaw, A. Chemistry of the Elements; Pergamon Press: New York, 1984; p 219.
20. 3).
21. 3). A detailed discussion of the structural elucidation of 6a by 2-D NMR is presented in the Supporting Information.
22. 3 carbon in the pendant cyclopentadienyl substituent, and the configuration at Hf, respectively. The (7,R,R,S) enantiomer is shown in Scheme 1. Priority orders used in these stereochemical assignments are discussed in the supporting information.
23. nPrC≡CH dimerization.
24. For similar B-H activation reactions, see: Anderson, S.; Jeffery, J. C.; Liao, Y.-H.; Mullica, D. F.; Sappenfield, E. L.; Stone, F. G. A. Organometallics 1997, 16, 958.