Homologation of α-olefins with ethene by a neutral zirconium alkyl complex

Journal of the American Chemical Society

Volumn 118, Issue 46, 1996, Pages 11670-11671

  Hessen, Bart ^a   Van Der Heijden, Harry ^a  

^a SHELL RESEARCH AND TECHNOLOGY CENTRE   (Netherlands)

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE DERIVATIVE;

ARTICLE; CATALYSIS; DRUG SYNTHESIS; NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS;

EID: 0030001535     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja962278q     Document Type: Article

References (21)

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3. Ziegler, K.; Kroll, W. R.; Larbig, W.; Steudel, O. W. Liebigs Ann. Chem. 1960, 629, 53.
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5. (b) Ibid.; Vol. 2, p 95.
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8. (a) Blenkers, J.; De Liefde Meijer, H. J.; Teuben, J. H. Organometallics 1983, 2, 1483;
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10. 2).
11. (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.
12. (b) Burger, B. J.; Thompson, M. E.; Cotter, W. D., Bercaw, J. E. J. Am. Chem. Soc. 1990, 112, 1566.
13. GC samples were drawn from the reaction tube through a septum and injected into the GC sample port. Under these conditions, alkyl groups bound to the metal are liberated as alkanes and are readily distinguished from olefins formed via chain transfer with ethene.
14. 10 product from the first cycle (GC); 11% of total olefins are internal (NMR) and the homologation products contain about 5% internal olefins (GC).
15. Brookhart, M.; Volpe, A. F., Jr.; Lincoln, D. M.; Horváth, I. T.; Millar, J. M. J. Am. Chem. Soc. 1990, 112, 5634.
16. Turner, H. W.; Hlatky, G. G.; Yang, H. W.-H.; Gadkari, A. C.; Licciardi, G. F. PCT Int. WO 94/21700 (1994, to Exxon).
17. (a) Mashima, K.; Fujikawa, S.; Nakamura, A. J. Am. Chem. Soc. 1993, 115, 10990.
18. (b) Mashima, K.; Fujikawa, S.; Urata, H.; Tanaka, E.; Nakamura, A. J. Chem. Soc., Chem. Commun. 1994, 1623.
19. (c) Mashima, K.; Fujikawa, S.; Tanaka, Y.; Urata, H.; Oshiki, T.; Tanaka, E.; Nakamura, A. Organometallics 1995, 14, 2633.
20. (d) Nakamura, A.; Majima, K. Jpn. Tokkyo Koho JP 5310828 (1993, to Mitsubishi).
21. Catalytic oligomerization of ethene in the presence of α-olefins has in some cases been observed to lead to homologation of the α-olefins. Doyle, M. J. Eur. Pat. Appl. EP 596553 (1994, to Shell).