Evidence for internal ion pair formation upon insertion of reactive alkenes in the zirconium-carbon bond of the Cp2Zr(u-C4H6)B(C1F5) 3 metallocene-boron-betaine ziegler catalyst system

Chemische Berichte

Volumn 130, Issue 9, 1997, Pages 1261-1267

  Karl, Jörn ^a   Erker, Gerhard ^a  

^a UNIVERSITY OF MÜNSTER   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 15744368519     PISSN: 00092940     EISSN: None     Source Type: Journal    
DOI: 10.1002/cber.19971300914     Document Type: Article

References (55)

1. H. Sinn, W. Kaminsky, Adv. Organoniei. Cliein. 1980, 18, 99.
2. M. Aulbach, F. Küber, Chemie Unserer Zeit 1994, 28, 197;
3. H.-H. Brintzinger, D. Fischer, R. Mülhaupt, B. Rieger, R. Waymouth, Angew. Cliein. 1995, 707, 1255;
4. Angeu: Chem. Int. Ed. Engl. 1995, 34, 1143;
5. M. Bochmann, J. Chem. Soc., Dalton Trans. 1996, 255, and references cited in these articles.
6. B. Temme, G. Erker, J. Karl, H. Luftmann, R. Fröhlich, S. Kotila, Angeu: Chem. 1995, 707, 1867;
7. Angew. Chem. Int. Ed. Engl. 1995, 34, 1755.
8. A. G. Massey, A. J. Park, J. Organomet. Chem. 196-1, 2, 245.
9. G. Erker, C. Krüger, G. Müller, Adr. Organomet. Cliem. 1985, 24, l, and references cited therein.
10. B. Temme, J. Karl, G. Erker, Chcm. Etir. J. 1996, 2, 919.
11. For other examples of M-F-C interactions see e.g. J. S. Thompson, T. Sorrell, T. J. Marks, J. A. Ibers, J. Am. Clieni. Soc. 1979, 707, 4193;
12. P. W. Murray-Rust, W. C. Stallins, C. T. Monti, R. K. Preston, J. P. Glusker, J. Am. Cliem. Soc. 1983, 705, 3206;
13. R. M. Catala, D. Cruz-Garritz, A. Hills, D. L. Hughes, R. L. Richards, P. Sosa, H. Torrens, J. Client. Soc., Cliem. Commun. 1987, 261;
14. Z. Lin, J.-F. LeMarechal, M. Sabat, T. J. Marks, J. Am. Client. Soc. 1987, 709, 4127;
15. D. Stalke, K. H. Whitmire, J. Chcm. Soc., Chcm. Commun. 1990, 833;
16. X. Yanc, C. L. Stern, T. J. Marks, Organometallics 1991, 70, 840;
17. A. D. Horion, A. G. Orpen, Organometallics 1991, 70, 3910;
18. A. R. Siedle, R. A. Newmark, W. M. Lamanna, J. C. Huffman, Organometallics 1993, 72, 1491;
19. J. Ruwwe, G. Erker, R. Fröhlich, Ange: Chem. 1996, 705, 108,
20. Angew. Cliem. Int. Ed. Engl. 1996, 35, 80;
21. H. Plenio, R. Diodone, Chem. Ber. 1996, 729, 1211;
22. H. Plenio, R. Diodone, D. Badura, Angew. Chem. 1997, 709, 130;
23. Angew. Chem. Int. Ed. Engl. 1997, 36, 156;
24. J. D. Dunitz, R. Taylor, Chem. Eur. J. 1997, 3, 89.
25. X. Yanc, C. L. Stern, T. J. Marks, Angew. Chcm. 1992, 704, 1406,
26. Aîigew. Chem., Int. Ed. Engl. 1992, 31, 1375;
27. X. Yanc, C. L. Stern, T. J. Marks, J. Am. Cliem. Soc. 1994, 776, 10015;
28. L. Jia, X. Yana, C. L. Stern, T. J. Marks, Organometallics 1997, 76, 842.
29. C. Krücer, G. Müller, G. Erker, U. Dorf, K. Engel, Organometallics 1985, 4, 215.
30. S. Braun, H. Kalinowski, S. Berger in 700 and More Basic NMR Experiments, VCH, Weinheim, 1996, and references cited therein.
31. R. Köster, S. Arora, P. Bineer, Angew. Cliem. 1969, 57, 186;
32. Angew. Chem. Im. Ed. Engl. 1969, 5, 205.
33. L. Jia, X. Yans, S. Yanc, T. J. Marks, J. Am. Chem. Soc. 1996, 775, 1547;
34. L. Jia, X. Yane, A. M. Seyam, I.D.L. Albert, P.-F. Fu, S. Yang, T. J. Marks, J. Am. Cliem. Soc. 1996, 775, 7900.
35. A similar interaction was noticed in the insertion products of alkynes into the Zr-C bond of 3a: J. Karl, G. Erker, J. Mol. Catal. submitted.
36. R. F. Jordan, R. E. LaPointe, P. K. Bradley, N. Baenziger, Organometallics 1989, 5, 2892.
37. A. D. Horton, Organometallics 1992, 77, 3271.
38. A. D. Horton, J. de With, A. J. van der Linden, H. van de Wee, Organometallics 1996, 75, 2672.
39. G. Erker, K. Kropp, J. L. Atwood, W. E. Hunter, Organometallics 1983, 2, 1555;
40. P. Czisch, G. Erker, J. Organomet. Chem. 1983, 253, C9;
41. P. Czisch, G. Erker, H.-G. Korth, R. Sustmann, Organometallics 1984, 3, 945;
42. I. Hyla-Kryspin, R. Gleiter, C. Krüeer, R. Zwettler, G. Erker, Organometallics 1990, 9, 517;
43. G. Erker, R. Zwettler, C. Krüger, I. Hyla-Kryspin, R. Gleiter, Organometallics 1990, 9, 524;
44. Y. Raoult, R. Choukroun, D. Gervais, G. Erker, J. Organomet. Chem. 1990, 399, Cl.
45. Z. Wu, R. F. Jordan, J. L. Petersen, J. Am. Cliem. Soc. 1995, 777, 5867.
46. See also: C. P. Casey, S. L. Hallenbeck, D. W. Pollock, C. R. Landis, J. Am. Chem. Soc. 1995, 777, 9770;
47. A. D. Horton, A. G. Orpen, Organometallics 1992, 77, 8.
48. G. Erker, K. Eneel, U. Dorf, J. L. Atwood, W. E. Hunter, Angew. Chem. 1982, 94, 915,
49. Ange\r. Chem. Int. Ed. Engl. 1982, 27, 914;
50. U. Dorf, K. Eneel, G. Erker, Angew. Chem. 1982, 94, 916,
51. Angew. Chem. Int. Ed. Engl. 1982, 27, 914; K. Engel, doctoral thesis, Univ. Bochum 1983.
52. This is due to the special stereoelectronic features of the bent metallocene unit: H. H. Brintzineer, L. S. Bartell, J. Am. Chem. Soc. 1970, 92, 1105;
53. J. W. Lauher, R. Hoffmann, J. Am. Chem. Soc. 1976 95, 1729.
54. 3) bonds, but the opposite appears to be true for the corresponding interactions; see ref.(8) and J. K. Kochi, in Organometallic Mechanisms and Catalysis, Academic Press New York 1978, p. 237-245, and references cited therein.
55. J. A. Connor, Topics Curr. Chem. 1977, 77, 71.