Zirconium complexes with the new ancillary diamido ligand 2,2′-ethylenebis(N,N′-(triisopropylsilyl)anilinido)2-: Syntheses, structures, and living α-olefin polymerization activities

Organometallics

Volumn 17, Issue 15, 1998, Pages 3161-3163

  Jeon, You Moon ^a   Park, Soo Jin ^a   Heo, Jungseok ^a   Kim, Kimoon ^a  

^a Pohang University of Science and Technology (POSTECH)   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0006323422     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om980249d     Document Type: Article

References (51)

1. Guram, A. S.; Jordan, R. F. In Comprehensive Organometallic Chemistry, 2nd ed.; Lappert, M. F., Ed.; Pergamon: Oxford, 1995; Vol. 4, pp 589-625.
2. Brintzinger, H. H.; Fischer, D.; Mulhaupt, R.; Rieger, B.; Waymouth, R. M. Angew. Chem., Int. Ed. Engl. 1995, 34, 1143 and references therein.
3. Mohring, P. C.; Coville, N. J. J. Organomet. Chem. 1994, 479, 1.
4. (a) Bochmann, M.; Karger, G.; Jaggar, A. J. Chem. Soc., Chem. Commun. 1990, 1038.
5. (b) Growther, D. J.; Baenziger, N. C.; Jordan, R. F. J. Am. Chem. Soc. 1991, 113, 1455.
6. (c) Pellecchia, C.; Immirzi, A.; Grassi, A.; Zambelli, A. Organometallics 1993, 12, 4473.
7. (d) Frores, J. C.; Chien, J. C. W.; Rausch, M. D. Organometallics 1994, 13, 4142.
8. (e) Quan, R. W.; Bazan, G. C.; Kiely, A. F.; Schaefer, W. P.; Bercaw, J. E. J. Am. Chem. Soc. 1994, 116, 4489.
9. (f) Quyoum, R.; Wang, Q.; Tudoret, M.-J.; Baird, M. C.; Mao, S. S. H.; Duval, P. D.; Rettig, S. J. Polyhedron 1995, 14, 11.
10. (a) Shapiro, P. J.; Bunel, E.; Schaefer, W. P.; Bercaw, J. E. Organometallics 1990, 9, 867.
11. (b) Okuda, J. Chem. Ber. 1990, 123, 1649.
12. (c) Hughes, A. K.; Meetsma, A.; Teuben, J. A. Organometallics 1993, 12, 1936.
13. (d) Devore, D. D.; Timmers, F. J.; Hasha, D. L.; Rosen, R. K.; Marks, T. J.; Deck, P. A.; Stern, C. L. Organometallics 1995, 14, 3132.
14. (e) Mu, Y.; Piers, W. E.; MacGillivray, L. R.; Zaworotko, M. J. Polyhedron 1995, 14, 1.
15. (a) van der Linden, A.; Schaverien, C. J.; Meijboom, N.; Ganter, C.; Orpen, A. G. J. Am. Chem. Soc. 1995, 117, 3008.
16. (b) Fokken, S.; Spaniol, T. P.; Kang, H.-C.; Massa, W.; Okuda, J. Organometallics 1996, 15, 5069.
17. (c) Froese, R. D.; Musaev, D. G.; Matsubara, T.; Morokuma, K. J. Am. Chem. Soc. 1997, 119, 7190.
18. (d) Fokken, S.; Spaniol, T. S.; Okuda, J. Organometallics 1997, 16, 4240.
19. (e) Caselli, A.; Giannini, L.; Solari, E.; Floriani, C. Organometallics 1997, 16, 5457.
20. (a) Guerin, F.; McConville, D. H.; Vittal, J. J. Organometallics 1995, 14, 3154.
21. (b) Clark, H. C. S.; Cloke, F. G. N.; Hitchcock, P. B.; Love, J. B.; Wainwright, A. P. J. Organomet. Chem. 1995, 501, 333.
22. (c) Cloke, F. G. N.; Hitchcock, P. B.; Love, J. B. J. Chem. Soc., Dalton Trans. 1995, 25.
23. (d) Warren, T. H.; Schrock, R. R.; Davis, W. M. Organometallics 1996, 15, 562.
24. (e) Scollard, J. D.; McConville, D. H.; Payne, N. C.; Vittal, J. J. Macromolecules 1996, 29, 5241.
25. (f) Horton, A. D.; de With, J.; van der Linden, A. J.; van de Weg, H. Organometallics 1996, 15, 2674.
26. (g) Horton, A. D.; de With, J. J. Chem. Soc., Chem. Commun. 1996, 1375.
27. (h) Tinkler, S.; Deeth, R. J.; Duncalf, D. J.; McCamley, A. J. Chem. Soc., Chem. Commun. 1996, 2623.
28. (i) Aoyagi, K.; Gantzel, P. K.; Kalai, K.; Tilley, T. D. Organometallics 1996, 15, 923.
29. (j) Cloke, F. G.; Geldbach, T. J.; Hichcoke, P. B.; Love, J. B. J. Organomet. Chem. 1995, 506, 343.
30. (k) Scollard, J. D.; McConville, D. H. J. Am. Chem. Soc. 1996, 118, 10008.
31. (l) Baumann, R.; Davis, W. M.; Schrock, R. R. J. Am. Chem. Soc. 1997, 119, 3830.
32. (m) Tsuie, B.; Swenson, D. C.; Jordan, R. F. Organometallics 1997, 16, 1392.
33. (n) Scollard, J. D.; McConville, D. H.; Vittal, J. J. Organometallics 1997, 16, 1810.
34. (o) Pritchett, S.; Gantzel, P.; Walsh, P. J. Organometallics 1997, 16, 5130.
35. (p) Horton, A. D.; de With, J. Organometallics 1997, 16, 5424.
36. (q) Male, N. A. H.; Thornton-Pett, M.; Bochmann, M. J. Chem. Soc., Dalton Trans. 1997, 2487.
37. (r) Schrock, R. R.; Schattenmann, F.; Aizenberg, M.; Davis, W. M. Chem. Commun. 1998, 199.
38. 2Zr: C, 63.43; H, 9.32; N, 4.35. Found: C, 62.96; H, 9.27; N, 4.16.
39. 2 with 5200 independent reflections and 352 variables, R1 (I > 2σ(I)) = 0.0310, wR2 (all data) = 0.0875, GOF = 1.068.
40. (a) Prout, K.; Camerson, T. S.; Forder, R. A.; Critchley, S. R.; Denton, B.; Rees, G. V. Acta Crystallogr. 1974, B30, 2290.
41. (b) Herskovics-Korine, D.; Eisen, M. S. J. Organomet. Chem. 1995, 503, 307.
42. (c) Shah, S. A. A.; Dorn, H.; Voigt, A.; Roesky, H. W.; Parisini, E.; Schmidt, H.-G.; Noltemeyer, M. Organometallics 1996, 15, 3176.
43. (d) Grocholl, L.; Huch, V.; Stahl, L.; Staples, R. J.; Steinhart, P.; Johnson, A. Inorg. Chem. 1997, 36, 4451.
44. Hunter, W. E.; Hrncir, D. C.; Bynum, R. V.; Penttila, R. A.; Atwood, J. L. Organometallics 1983, 2, 750.
45. (a) Black, D. G.; Swenson, D. C.; Jordan, R. F. Organometallics 1995, 14, 3539.
46. (b) Black, D. G.; Jordan, R. F.; Rogers, R. D. Inorg. Chem. 1997, 36, 103.
47. Typical polymerization procedure: 3 (1.00 mL of 7.77 mM stock solution) and MAO (225 mg, 3.88 mmol) were added to toluene to make the volume of the solution 10 mL. After the solution was stirred for 30 min, ethylene or propylene gas was bubbled into the solution for 5 min with vigorous stirring at 0°C before the polymerization was quenched with 1.0 M HCl in ether. In the case of 1-hexene polymerization, 2 mL of 1-hexene was added to the solution. After 5 min of stirring, the reaction was quenched with 1.0 M HCl in ether solution. Polymers were isolated by the usual workup procedure and dried under vacuum. When 2 was used as catalyst, the polymerization was carried out at room temperature under the same conditions. See Supporting Information for complete details.
48. (a) Chien, J. C. W.; Wang, B. P. J. Polym. Sci. A.: Polym. Chem. 1988, 26, 3089.
49. (b) ibid. 1990, 28, 15.
50. Considering the molecular weights of the resulting polymers, we suspect that only ∼1/3 of the catalyst added is active in this experiment, which may be due to incomplete activation of the precatalyst. Once generated, nevertheless, the activated catalyst species seems stable and has living characteristics. Further study of the catalyst activation is underway.
51. The bright yellow color of the solution containing 3 and the borane cocatalyst disappeared within 2 min after introduction of ethylene or propylene, while no color change was observed during 1-hexene polymerization. At the moment, we suspect that the catalyst deactivation in the ethylene and propylene polymerization is due to the presence of a small amount of unknown impurities in the monomers, which we have not been able to eliminate.