Intramolecular nucleophilic substitution on coordinated borabenzenes: A new entry into boratabenzene complexes [5]

Journal of the American Chemical Society

Volumn 121, Issue 35, 1999, Pages 8112-8113

  Putzer, Markus A ^a   Rogers, Jonathan S ^a   Bazan, Guillermo C ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BENZENE DERIVATIVE; COORDINATION COMPOUND;

COMPLEX FORMATION; LETTER; MOLECULAR INTERACTION;

EID: 0033536503     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja9910661     Document Type: Letter

References (41)

1. (a) Herberich, G. E.; Holger, O. Adv. Organomet. Chem. 1986 25, 199.
2. (b) Herberich, G. E. Spec. Publ. - R. Soc. Chem. 1997, 201 (Advances in Boron Chemistry), 211.
3. (a) Bazan, G. C.; Rodriguez, G.; Ashe, A. J., III; Al-Ahmad, S.; Müller, C. J. Am. Chem. Soc. 1996, 118, 2291.
4. (b) Bazan, G. C.; Rodriguez, G.; Ashe, A. J., III; Al-Ahmad, S.; Kampf, J. W. Organometallics 1997, 16, 2492.
5. Rogers, J. S.; Bazan, G. C.; Sperry, C. K. J. Am. Chem. Soc. 1997, 119, 9305.
6. (a) Transition Metals and Organometallics as Catalysts for Olefin Polymerization; Kaminsky, W., Sinn, H., Eds.; Springer-Verlag: Berlin, 1988.
7. (b) Ziegler Catalysts; Fink, G., Mülhaupt, R., Brintzinger, H.-H., Eds.; Springer-Verlag: Berlin, 1995.
8. (c) Brintzinger, H.-H.; Fischer, D.; Mülhaupt, R.; Rieger, B.; Waymouth, R. M. Angew. Chem., Int. Ed. Engl. 1995, 34, 1143.
9. Sperry, C. K.; Bazan, G. C.; Cotter, W. D. J. Am. Chem. Soc. 1999, 121, 1513.
10. Kowal, C. M.; Bazan, G. C. J. Am. Chem. Soc. 1996, 118, 10317.
11. (a) Krishnamurti, R.; Nagy, S.; Etherton, B. P. U.S. Patent 5,554,775 (Occidental Chemical Corporation), September 10, 1996.
12. (b) Herberich, G. E. Ger. Patent DE 19549352, June 26, 1997.
13. (a) Comprehensive Organometallic Chemistry; Abel, E. W., Stone, F. G. A., Wilkinson, G., Eds.; Hegedus, L. S., Volume Ed.; Elsevier Science, Ltd.: Oxford, 1995; Vol. 12.
14. (b) Metallocenes: Synthesis, Reactivity, Applications; Togni, A., Halterman, R. L., Eds.; Wiley-VCH: Weinheim, 1998.
15. (a) Ashe, A. J., III; Shu, P. J. Am. Chem. Soc. 1971, 93, 1804.
16. (b) Herberich, G. E.; Schmidt, B.; Englert, U.; Wagner, T. Organometallics 1993, 12, 2891.
17. (c) Hoic, D. A.; Wolf, J. R.; Davis, W. M.; Fu, G. C. Organometallics 1996, 15, 1315.
18. (d) Herberich, G. E.; Englert, U.; Schmidt, M. U.; Standt, R. Organometallics 1996, 15, 2707.
19. Exceptions: (a) Herberich, G. E.; Greiss, G.; Heil, H. F. Angew. Chem., Int. Ed. Engl. 1970, 9, 805. (b) Herberich, G. E.; Englert, U.; Schmitz, A. Organometallics 1997, 16, 3751.
20. Exceptions: (a) Herberich, G. E.; Greiss, G.; Heil, H. F. Angew. Chem., Int. Ed. Engl. 1970, 9, 805. (b) Herberich, G. E.; Englert, U.; Schmitz, A. Organometallics 1997, 16, 3751.
21. (a) Boese, R.; Finke, N.; Henkelmann, J.; Maier, G.; Paetzold, P.; Reisenauer, H. P.; Schmid, G. Chem. Ber. 1985, 118, 1644.
22. (b) Qiao, S.; Hoic, D. A.; Fu, G. C. J. Am. Chem. Soc. 1996, 118, 6329.
23. r(Sc) + r(C) = 1.44 Å + 0.77 Å = 2.21 Å, from Lange's Handbook of Chemistry, 13th ed.; Dean, J. A., Ed.; McGraw-Hill Book Company: New York, 1985.
24. Lappert, M. F.; Pearce, R. J. Chem. Soc., Chem. Commun. 1973, 126.
25. Yang, X.; Stern, C. L.; Marks, T. J. J. Am. Chem. Soc. 1991, 113, 3623.
26. Chien. J. C. W.; Tsai, W.; Rausch, M. D. J. Am. Chem. Soc. 1991, 113, 8570.
27. For a role of activator in standard metallocenes, see: (a) Mashima, K.; Nakayama, Y.; Nakamura, A. Adv. Polym. Sci. 1997, 133, 1. (b) Chien, J. C. W.; Song, W.; Rausch, M. D. J. Polym. Sci., Part A: Polym. Chem. 1994, 32, 2387.
28. For a role of activator in standard metallocenes, see: (a) Mashima, K.; Nakayama, Y.; Nakamura, A. Adv. Polym. Sci. 1997, 133, 1. (b) Chien, J. C. W.; Song, W.; Rausch, M. D. J. Polym. Sci., Part A: Polym. Chem. 1994, 32, 2387.
29. 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.
30. For leading references, see: (a) Gillis, D. J.; Tudoret, M.; Baird, M. C. J. Am. Chem. Soc. 1993, 115, 2543. (b) Lancaster, S. J.; Robinson, O. B.; Bochmann, M.; Coles, S. J.; Hursthouse, M. B. Organometallics 1995, 14, 2456. (c) Gillis, D. J.; Quyoum, R.; Tudoret, M.; Wang, Q.; Jeremic, D.; Roszak, A. W.; Baird, M. C. Organometallics 1996, 15, 3600. For a review of group 4 arene complexes, see: (d) Troyanov, S. J. Organomet. Chem. 1994, 475, 139. For an example of a neutral zirconium arene complex, see: (e) Musso, F.; Solari, E.; Floriani, C.; Schenk, K. Organometallics 1997, 16, 4889.
31. For leading references, see: (a) Gillis, D. J.; Tudoret, M.; Baird, M. C. J. Am. Chem. Soc. 1993, 115, 2543. (b) Lancaster, S. J.; Robinson, O. B.; Bochmann, M.; Coles, S. J.; Hursthouse, M. B. Organometallics 1995, 14, 2456. (c) Gillis, D. J.; Quyoum, R.; Tudoret, M.; Wang, Q.; Jeremic, D.; Roszak, A. W.; Baird, M. C. Organometallics 1996, 15, 3600. For a review of group 4 arene complexes, see: (d) Troyanov, S. J. Organomet. Chem. 1994, 475, 139. For an example of a neutral zirconium arene complex, see: (e) Musso, F.; Solari, E.; Floriani, C.; Schenk, K. Organometallics 1997, 16, 4889.
32. For leading references, see: (a) Gillis, D. J.; Tudoret, M.; Baird, M. C. J. Am. Chem. Soc. 1993, 115, 2543. (b) Lancaster, S. J.; Robinson, O. B.; Bochmann, M.; Coles, S. J.; Hursthouse, M. B. Organometallics 1995, 14, 2456. (c) Gillis, D. J.; Quyoum, R.; Tudoret, M.; Wang, Q.; Jeremic, D.; Roszak, A. W.; Baird, M. C. Organometallics 1996, 15, 3600. For a review of group 4 arene complexes, see: (d) Troyanov, S. J. Organomet. Chem. 1994, 475, 139. For an example of a neutral zirconium arene complex, see: (e) Musso, F.; Solari, E.; Floriani, C.; Schenk, K. Organometallics 1997, 16, 4889.
33. For leading references, see: (a) Gillis, D. J.; Tudoret, M.; Baird, M. C. J. Am. Chem. Soc. 1993, 115, 2543. (b) Lancaster, S. J.; Robinson, O. B.; Bochmann, M.; Coles, S. J.; Hursthouse, M. B. Organometallics 1995, 14, 2456. (c) Gillis, D. J.; Quyoum, R.; Tudoret, M.; Wang, Q.; Jeremic, D.; Roszak, A. W.; Baird, M. C. Organometallics 1996, 15, 3600. For a review of group 4 arene complexes, see: (d) Troyanov, S. J. Organomet. Chem. 1994, 475, 139. For an example of a neutral zirconium arene complex, see: (e) Musso, F.; Solari, E.; Floriani, C.; Schenk, K. Organometallics 1997, 16, 4889.
34. For leading references, see: (a) Gillis, D. J.; Tudoret, M.; Baird, M. C. J. Am. Chem. Soc. 1993, 115, 2543. (b) Lancaster, S. J.; Robinson, O. B.; Bochmann, M.; Coles, S. J.; Hursthouse, M. B. Organometallics 1995, 14, 2456. (c) Gillis, D. J.; Quyoum, R.; Tudoret, M.; Wang, Q.; Jeremic, D.; Roszak, A. W.; Baird, M. C. Organometallics 1996, 15, 3600. For a review of group 4 arene complexes, see: (d) Troyanov, S. J. Organomet. Chem. 1994, 475, 139. For an example of a neutral zirconium arene complex, see: (e) Musso, F.; Solari, E.; Floriani, C.; Schenk, K. Organometallics 1997, 16, 4889.
35. Chisholm, M. H.; Hammond, C. E.; Huffman, J. C. Polyhedron 1998, 7, 2515.
36. (a) Felton, J. J.; Anderson, W. P. J. Organomet. Chem. 1972, 36, 87.
37. (b) Clarke, J. F.; Fowles, G. W. A.; Rice, D. A. J. Organomet. Chem. 1974, 74, 417.
38. (c) Felton, J. J.; Anderson, W. P. J. Organomet. Chem. 1974, 82, 375.
39. March, J. Advanced Organic Chemistry, 4th ed.; John Wiley & Sons New York, 1992; Chapter 13, p 641.
40. (a) Hoic, D. A.; Davis, W. M.; Fu, G. C. J. Am. Chem. Soc. 1995, 117, 8480.
41. (b) Qiao, S.; Hoic, D. A.; Fu, G. C. J. Am. Chem. Soc. 1996, 118, 6329.