Bis(amido)cyclodiphosph(III)azane hafnium complexes and their activation by tris(perfluorophenyl)borane

Organometallics

Volumn 24, Issue 6, 2005, Pages 1336-1343

  Axenov, Kirill V ^a   Klinga, Martti ^a   Leskelä, Markku ^a   Repo, Timo ^a  

^a UNIVERSITY OF HELSINKI   (Finland)

Author keywords

[No Author keywords available]

Indexed keywords

ACTIVATION ANALYSIS; ATOMS; CATALYSTS; CHEMICAL ACTIVATION; COMPLEXATION; NITROGEN; NUCLEAR MAGNETIC RESONANCE; POLYMERIZATION; SYNTHESIS (CHEMICAL);

HAFNIUM COMPLEXES; LIGANDS; METHYL ALUMINOXANES (MAO); PRECATALYSTS;

HAFNIUM;

EID: 15944365825     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om0492303     Document Type: Article

References (57)

1. Andersen, A.; Cordes, H.-G.; Herwig, J.; Kaminsky, W.; Merck, A.; Mottweiler, R.; Pein, J.; Sinn, H.; Vollmer, H.-J. Angew. Chem. 1976, 88, 689; Angew. Chem., Int. Ed. Engl. 1976, 15, 630.
2. Andersen, A.; Cordes, H.-G.; Herwig, J.; Kaminsky, W.; Merck, A.; Mottweiler, R.; Pein, J.; Sinn, H.; Vollmer, H.-J. Angew. Chem. 1976, 88, 689; Angew. Chem., Int. Ed. Engl. 1976, 15, 630.
3. For metallocenes: (a) Kaminsky, W.; Arndt, M. In Applied Homogeneous Catalysis with Organometallic Compounds; Cornils, B., Hemnann, W. A., Eds.; VCH: Weinheim, 1996; Vols, 1 and 2. (b) Alt, H. G.; Köppl, A. Chem. Rev. 2000, 100, 1205. (c) Brintzinger, H. H.; Fischer, D.; Mülhaupt, R.; Rieger, B.; Waymouth, R. M. Angew. Chem. 1995, 107, 1265; Angew. Chem., Int. Ed. Engl. 1995, 34, 1143.
4. For metallocenes: (a) Kaminsky, W.; Arndt, M. In Applied Homogeneous Catalysis with Organometallic Compounds; Cornils, B., Hemnann, W. A., Eds.; VCH: Weinheim, 1996; Vols, 1 and 2. (b) Alt, H. G.; Köppl, A. Chem. Rev. 2000, 100, 1205. (c) Brintzinger, H. H.; Fischer, D.; Mülhaupt, R.; Rieger, B.; Waymouth, R. M. Angew. Chem. 1995, 107, 1265; Angew. Chem., Int. Ed. Engl. 1995, 34, 1143.
5. For metallocenes: (a) Kaminsky, W.; Arndt, M. In Applied Homogeneous Catalysis with Organometallic Compounds; Cornils, B., Hemnann, W. A., Eds.; VCH: Weinheim, 1996; Vols, 1 and 2. (b) Alt, H. G.; Köppl, A. Chem. Rev. 2000, 100, 1205. (c) Brintzinger, H. H.; Fischer, D.; Mülhaupt, R.; Rieger, B.; Waymouth, R. M. Angew. Chem. 1995, 107, 1265; Angew. Chem., Int. Ed. Engl. 1995, 34, 1143.
6. For metallocenes: (a) Kaminsky, W.; Arndt, M. In Applied Homogeneous Catalysis with Organometallic Compounds; Cornils, B., Hemnann, W. A., Eds.; VCH: Weinheim, 1996; Vols, 1 and 2. (b) Alt, H. G.; Köppl, A. Chem. Rev. 2000, 100, 1205. (c) Brintzinger, H. H.; Fischer, D.; Mülhaupt, R.; Rieger, B.; Waymouth, R. M. Angew. Chem. 1995, 107, 1265; Angew. Chem., Int. Ed. Engl. 1995, 34, 1143.
7. For nonmetallocene catalysts: (a) Britovsek, J. P.; Gibson, V. C.; Wass, D. F. Angew. Chem. 1999, 111, 448; Angew. Chem., Int. Ed. 1999, 38, 428. (b) Gibson, V. C.; Spitzmesser, K. Chem. Rev. 2003, 103, 283.
8. For nonmetallocene catalysts: (a) Britovsek, J. P.; Gibson, V. C.; Wass, D. F. Angew. Chem. 1999, 111, 448; Angew. Chem., Int. Ed. 1999, 38, 428. (b) Gibson, V. C.; Spitzmesser, K. Chem. Rev. 2003, 103, 283.
9. For nonmetallocene catalysts: (a) Britovsek, J. P.; Gibson, V. C.; Wass, D. F. Angew. Chem. 1999, 111, 448; Angew. Chem., Int. Ed. 1999, 38, 428. (b) Gibson, V. C.; Spitzmesser, K. Chem. Rev. 2003, 103, 283.
10. Chen, Y.-X.; Marks, T. J. Chem. Rev. 2000, 100, 1391.
11. (a) Yang, X.; Stern, C. L.; Marks, T. J. J. Am. Chem. Soc. 1994, 116, 10015.
12. (b) Yang, X.; Stern, C. L.; Marks, T. J. J. Am. Chem. Soc. 1991, 113, 3623.
13. Ewen, J. A.; Elder, M. J. Eur. Patent Appl. 0,427,697, 1991; U.S. Pat. 5,561,092, 1996.
14. Ewen, J. A.; Elder, M. J. Eur. Patent Appl. 0,427,697, 1991; U.S. Pat. 5,561,092, 1996.
15. (a) Ref 5.
16. (b) Bochmaan, M.; Lancaster, S. J. Organometallics 1994, 13, 2235.
17. (c) Temme, B.; Erker, G.; Karl, J.; Luftmann, H.; Frohlich, R.; Kotila, S. Angew. Chem., Int. Ed. Engl. 1995, 34, 1755.
18. (d) Karl, J.; Erker, G.; Frohlich, R. J. Am. Chen. Soc. 1997, 119, 11165.
19. (a) Chen, Y.-X.; Marks, T. J. Organometallics 1997, 16, 3649.
20. (b) Chen, Y.-X.; Fu, P.-F.; Stern, C. L.; Marks, T. J. Organometallics 1997, 16, 5958.
21. (a) Aizenberg, M.; Turculet, L.; Davis, W. M.; Schattenmann, F.; Schrock, R. R. Organometallics 1998, 17, 4795.
22. (b) Horton, A. D.; de With, J.; van der Linden, A. J.; van de Weg, H. Organometallics 1996, 15, 2672.
23. (c) Warren, T.; Schrock, R. R.; Davis, W. M. Organometallics 1998, 17, 308.
24. (d) Baumann, R.; Schrock, R. R. J. Organomet. Chem. 1998, 557, 69.
25. (e) Baumann, R.; Davis, W. M.; Schrock, R. R. J. Am. Chem. Soc. 1997, 119, 3830.
26. Grocholl, L. P.; Stahl, L.; Staples, R. J. Chem. Commun. 1997, 1465.
27. Moser, D. F.; Carrow, C. J.; Stahl, L.; Staples, R. J. J. Chem. Soc., Dalton Trans. 2001, 1246.
28. Moser, D. F.; Grocholl, L.; Stahl, L.; Staples, R. J. J. Chem. Soc., Dalton Trans. 2003, 1402.
29. Axenov, K. V.; Klinga, M.; Leskelä, M.; Kotov, V. V.; Repo, T. Eur. J. Inorg. Chem. 2004, 695.
30. Axenov, K. V.; Klinga, M.; Leskelä, M.; Kotov, V. V.; Repo, T. Eur. J. Inorg. Chem. 2004, 4702.
31. Hill, T. G.; Haltiwanger, B. C.; Thompson, M. L.; Katz, S. A.; Norman, A. D. Inorg. Chem. 1994, 33, 1770.
32. Nonius. COLLECT; Nonius BV: Delft, The Netherlands, 2002.
33. Sheldrick, G. M. SADABS; University of Göttingen: Germany, 1996.
34. Burla, M. C.; Camalli, M.; Carrozzini, G. L.; Cascarano, G.; Giacovazzo, C.; Polidori, G.; Spagna, R. J. Appl. Crystallogr. 2003, 36, 1103.
35. Sheldrick, G. M. SHELXTL, Version 5.10; Broker AXS Inc.: Madison, WI, 1997.
36. For the synthesis of bis(amido) group IV metal complexes see: (a) Armistead, L. T.; White, P. S.; Gagne, M. R. Organometallics 1998, 17, 216. (b) Scollard, J. D.; McConville, D. H.; Vittal, J. J. Organomnetallics 1997, 16, 4415. (c) Schrock, R. R.; Baumann, R.; Reid, S. M.; Goodman, J. T.; Stumpf, R.; Davis, W. M. Organometallics 1989, 18, 3649.
37. For the synthesis of bis(amido) group IV metal complexes see: (a) Armistead, L. T.; White, P. S.; Gagne, M. R. Organometallics 1998, 17, 216. (b) Scollard, J. D.; McConville, D. H.; Vittal, J. J. Organomnetallics 1997, 16, 4415. (c) Schrock, R. R.; Baumann, R.; Reid, S. M.; Goodman, J. T.; Stumpf, R.; Davis, W. M. Organometallics 1989, 18, 3649.
38. For the synthesis of bis(amido) group IV metal complexes see: (a) Armistead, L. T.; White, P. S.; Gagne, M. R. Organometallics 1998, 17, 216. (b) Scollard, J. D.; McConville, D. H.; Vittal, J. J. Organomnetallics 1997, 16, 4415. (c) Schrock, R. R.; Baumann, R.; Reid, S. M.; Goodman, J. T.; Stumpf, R.; Davis, W. M. Organometallics 1989, 18, 3649.
39. 2 to 2.418(3) Å in alkyl Zr complex. See ref 20c.
40. Huheey, J. E.; Keiter, E. A.; Kelter, R. L. Inorganic Chemistry: Principles of Structure and Reactivity; Harper Collins College Publishers: New York, 1993.
41. Liang, L.-C.; Schrock, R. R.; Davis, W. M. Organometallics 2000, 19, 2526.
42. The color of this solution changed to brown during approximately 30 min, which indicated high instability of such complexes in halogenated solvents.
43. 3 occurred during the measurement, several indefinite signals appeared.
44. 0 metals (values of 3-6 ppm indicate coordination; ≤3 ppm indicates noncoordination). See: Horton, A. D.; de With, J. Chem. Commun. 1998, 1375.
45. - is weakly coordinated to the hafnium cation. See ref 5a.
46. Marks, T. J.; Kolb, J. R. Chem. Rev. 1977, 77, 263.
47. For arene coordination to the positively charged IVb group metal atom see: (a) Ref 4. (b) Gillis, O. J.; Tudoret, M.-J.; Baird, M. C. J. Am. Chem. Soc. 1993, 115, 2643. (c) Gillis, D. J.; Quyoum, R.; Tudoret, M.-J.; Wang, Q.; Jeremic, D.; Roszak, A. W.; Baird, M. C. Organometallics 1996, 15, 3600. (d) Lancaster, S. J.; Robinson, O. B.; Bochmann, M. Organometallics 1995, 14, 2456.
48. For arene coordination to the positively charged IVb group metal atom see: (a) Ref 4. (b) Gillis, O. J.; Tudoret, M.-J.; Baird, M. C. J. Am. Chem. Soc. 1993, 115, 2643. (c) Gillis, D. J.; Quyoum, R.; Tudoret, M.-J.; Wang, Q.; Jeremic, D.; Roszak, A. W.; Baird, M. C. Organometallics 1996, 15, 3600. (d) Lancaster, S. J.; Robinson, O. B.; Bochmann, M. Organometallics 1995, 14, 2456.
49. For arene coordination to the positively charged IVb group metal atom see: (a) Ref 4. (b) Gillis, O. J.; Tudoret, M.-J.; Baird, M. C. J. Am. Chem. Soc. 1993, 115, 2643. (c) Gillis, D. J.; Quyoum, R.; Tudoret, M.-J.; Wang, Q.; Jeremic, D.; Roszak, A. W.; Baird, M. C. Organometallics 1996, 15, 3600. (d) Lancaster, S. J.; Robinson, O. B.; Bochmann, M. Organometallics 1995, 14, 2456.
50. For arene coordination to the positively charged IVb group metal atom see: (a) Ref 4. (b) Gillis, O. J.; Tudoret, M.-J.; Baird, M. C. J. Am. Chem. Soc. 1993, 115, 2643. (c) Gillis, D. J.; Quyoum, R.; Tudoret, M.-J.; Wang, Q.; Jeremic, D.; Roszak, A. W.; Baird, M. C. Organometallics 1996, 15, 3600. (d) Lancaster, S. J.; Robinson, O. B.; Bochmann, M. Organometallics 1995, 14, 2456.
51. 31P NMR to the upfield shift of the signals corresponding to those coordinated phoshorus atoms. See: (a) Hitchcock, P. B.; Lappert, M. F.; Layh, M. Eur. J. Inorg. Chem. 1998, 751. (b) Scherer, O. J.; Quintus, P.; Kaub, J.; Sheldrick, W. S. Chem. Ber. 1987, 120, 1463. (c) Jenkins, L. S.; Willey, G. R. Dalton Trans. 1979, 777. (d) Reddy, V. S.; Krishnamurthy, S. S.; Nethaji, M. Dalton Trans. 1995, 1933. (e) Scherer, O. J.; Krieger, K. D. Z. Naturforsch., Ser. B 1982, 37B, 1041.
52. 31P NMR to the upfield shift of the signals corresponding to those coordinated phoshorus atoms. See: (a) Hitchcock, P. B.; Lappert, M. F.; Layh, M. Eur. J. Inorg. Chem. 1998, 751. (b) Scherer, O. J.; Quintus, P.; Kaub, J.; Sheldrick, W. S. Chem. Ber. 1987, 120, 1463. (c) Jenkins, L. S.; Willey, G. R. Dalton Trans. 1979, 777. (d) Reddy, V. S.; Krishnamurthy, S. S.; Nethaji, M. Dalton Trans. 1995, 1933. (e) Scherer, O. J.; Krieger, K. D. Z. Naturforsch., Ser. B 1982, 37B, 1041.
53. 31P NMR to the upfield shift of the signals corresponding to those coordinated phoshorus atoms. See: (a) Hitchcock, P. B.; Lappert, M. F.; Layh, M. Eur. J. Inorg. Chem. 1998, 751. (b) Scherer, O. J.; Quintus, P.; Kaub, J.; Sheldrick, W. S. Chem. Ber. 1987, 120, 1463. (c) Jenkins, L. S.; Willey, G. R. Dalton Trans. 1979, 777. (d) Reddy, V. S.; Krishnamurthy, S. S.; Nethaji, M. Dalton Trans. 1995, 1933. (e) Scherer, O. J.; Krieger, K. D. Z. Naturforsch., Ser. B 1982, 37B, 1041.
54. 31P NMR to the upfield shift of the signals corresponding to those coordinated phoshorus atoms. See: (a) Hitchcock, P. B.; Lappert, M. F.; Layh, M. Eur. J. Inorg. Chem. 1998, 751. (b) Scherer, O. J.; Quintus, P.; Kaub, J.; Sheldrick, W. S. Chem. Ber. 1987, 120, 1463. (c) Jenkins, L. S.; Willey, G. R. Dalton Trans. 1979, 777. (d) Reddy, V. S.; Krishnamurthy, S. S.; Nethaji, M. Dalton Trans. 1995, 1933. (e) Scherer, O. J.; Krieger, K. D. Z. Naturforsch., Ser. B 1982, 37B, 1041.
55. 31P NMR to the upfield shift of the signals corresponding to those coordinated phoshorus atoms. See: (a) Hitchcock, P. B.; Lappert, M. F.; Layh, M. Eur. J. Inorg. Chem. 1998, 751. (b) Scherer, O. J.; Quintus, P.; Kaub, J.; Sheldrick, W. S. Chem. Ber. 1987, 120, 1463. (c) Jenkins, L. S.; Willey, G. R. Dalton Trans. 1979, 777. (d) Reddy, V. S.; Krishnamurthy, S. S.; Nethaji, M. Dalton Trans. 1995, 1933. (e) Scherer, O. J.; Krieger, K. D. Z. Naturforsch., Ser. B 1982, 37B, 1041.
56. 2).
57. 3 ratio 1 (with addition of TIBA as a scavenger TIBA/Hf 500), polymerization temperature 50°C for MAO activation and 30°C for borane activation, ethene pressure 3.8 bar.