Consecutive butylations on the cyclopentadienyl ring of the [(η5-C5H5)Fe(CO)2PPh 3]+ cation

Organometallics

Volumn 15, Issue 25, 1996, Pages 5263-5265

  Liu, Ling Kang ^a   Luh, Lung Shiang ^b  

^a INSTITUTE OF CHEMISTRY   (Taiwan)

^b NONE

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0007074440     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om960819e     Document Type: Article

References (41)

1. (a) Wilkinson, G., Stone, F. G. A., Abel, W., Eds. Comprehensive Organometallic Chemistry, The Synthesis, Reactions, and Structures of Organometallic Compounds; Pergamon: Oxford, U.K., 1982; Vols. 3-7.
2. (b) Adv. Organomet. Chem. 1964-1989, 1-29.
3. (a) King, R. B.; Bisnette, M. B. J. Organomet. Chem. 1967, 8, 287.
4. (b) King, R. B. Coord Chem. Rev. 1976, 20, 155.
5. (c) Maitlis, P. M. Acc. Chem. Res. 1978, 11, 301.
6. (c) Wolzanski, P. T.; Bercaw, J. E. Acc. Chem. Res. 1980, 73,121.
7. (d) Campbell, A. C.; Lichtenberger, D. L. J. Am. Chem. Soc. 1981, 103, 6389.
8. (e) Pez, G. P.; Armor, J. N. Adv. Organomet. Chem. 1981, 19, 1.
9. (f) Marks, T. J. Science 1982, 277, 989.
10. (g) Miller, E. J.; Landon, S. J.; Brill, T. B. Organometallics 1985, 4, 533.
11. (h) Jutzi, P. Pure Appl. Chem. 1989, 61, 1731.
12. (i) Janiak, C.; Schumann, H. Adv. Organomet. Chem. 1991, 33, 291.
13. (j) Okuda, J. Top. Curr. Chem. 1991, 160, 99.
14. (a) Sitzmann, H. Z. Naturforsch. 1989, 44B, 1293.
15. (b) Sitzmann, H. J. Organomet. Chem. 1988, 354, 203.
16. (c) Riemschneider, R. Z. Naturforsch. 1963, 18B, 641.
17. (d) Alder, K.; Ache, H. J. Chem. Ber. 1962, 95, 503.
18. (a) Watt, W. E. In Comprehensive Organometallic Chemistry, The Synthesis, Reactions, and Structures of Organometallic Compounds; Wilkinson, G., Stone, F. G. A., Abel, E. W., Eds.; Pergamon: Oxford, U.K., 1982; Vol. 8, pp 1013-1071.
19. (b) Collman, J. P.; Hegedus, L. S.; Norton, J. R.; Finke, R. G. Principles and Applications of Organotransition Metal Chemistry; University Science Books: Mill Valley, CA, 1987.
20. (c) Elschenbroich, C.; Salzer, A. Organometallics, A Concise Introduction, 2nd ed.; VCH: Weinheim, Germany, 1992.
21. One of the alternative ways is the Stille coupling reaction using a Pd catalyst: (a) Lo Sterzo, C.; Stille, J. K. Organometallics 1990, 9, 687 and references cited therein. (b) Bunz, U. H. F.; Enkelman, V.; Kaeder, J. Organometallics 1993, 12, 4745.
22. One of the alternative ways is the Stille coupling reaction using a Pd catalyst: (a) Lo Sterzo, C.; Stille, J. K. Organometallics 1990, 9, 687 and references cited therein. (b) Bunz, U. H. F.; Enkelman, V.; Kaeder, J. Organometallics 1993, 12, 4745.
23. Liu, L.-K.; Luh, L.-S. Organometallics 1994, 13, 2816.
24. Treichel, P. M.; Shubkin, R. L. Inorg. Chem. 1967, 6, 1328.
25. Liu, L.-K.; Luh, L.-S.; Wen, Y.-S.; Eke, U. B.; Mesubi, M. A. Organometallics 1995, 14, 4474.
26. 2: C, 54.40; H, 4.41. Found: C, 54.01; H, 4.38.
27. Satisfactory spectroscopic data and elemental analyses were obtained as described in the Supporting Information.
28. Although not fully characterized, the intermediate could likely be an Fe-(hydride) or an Fe-(molecular hydrogen) species or a mixture of both. For the nature and stabilization of the transition metalmolecular hydrogen bond see: (a) Kubas, G. J. Comments Inorg. Chem. 1988, 7, 17. (b) Kubas, G. J. Acc. Chem. Res. 1988, 21, 120. (c) Crabtree, R. H. Acc. Chem. Res. 1990, 23, 95. (d) Jessop, P. G.; Morris, R. H. Coord Chem. Rev. 1992, 121, 155. (e) Crabtree, R. H. Angew. Chem., Int. Ed. Engl. 1993, 32, 789. (f) Heinekey, D. M.; Oldham, W. J. Chem. Rev. 1993, 93, 913. (g) Cappellani, E. P.; Drouin, S. D.; Jia, G.; Maltby, P. A.; Morris, R. H.; Schweitzer, C. T. J. Am. Chem. Soc. 1994, 116, 3375. (h) Scharrer, E.; Chang, S.; Brookhart, M. Organometallics 1995, 14, 5686.
29. Although not fully characterized, the intermediate could likely be an Fe-(hydride) or an Fe-(molecular hydrogen) species or a mixture of both. For the nature and stabilization of the transition metalmolecular hydrogen bond see: (a) Kubas, G. J. Comments Inorg. Chem. 1988, 7, 17. (b) Kubas, G. J. Acc. Chem. Res. 1988, 21, 120. (c) Crabtree, R. H. Acc. Chem. Res. 1990, 23, 95. (d) Jessop, P. G.; Morris, R. H. Coord Chem. Rev. 1992, 121, 155. (e) Crabtree, R. H. Angew. Chem., Int. Ed. Engl. 1993, 32, 789. (f) Heinekey, D. M.; Oldham, W. J. Chem. Rev. 1993, 93, 913. (g) Cappellani, E. P.; Drouin, S. D.; Jia, G.; Maltby, P. A.; Morris, R. H.; Schweitzer, C. T. J. Am. Chem. Soc. 1994, 116, 3375. (h) Scharrer, E.; Chang, S.; Brookhart, M. Organometallics 1995, 14, 5686.
30. Although not fully characterized, the intermediate could likely be an Fe-(hydride) or an Fe-(molecular hydrogen) species or a mixture of both. For the nature and stabilization of the transition metalmolecular hydrogen bond see: (a) Kubas, G. J. Comments Inorg. Chem. 1988, 7, 17. (b) Kubas, G. J. Acc. Chem. Res. 1988, 21, 120. (c) Crabtree, R. H. Acc. Chem. Res. 1990, 23, 95. (d) Jessop, P. G.; Morris, R. H. Coord Chem. Rev. 1992, 121, 155. (e) Crabtree, R. H. Angew. Chem., Int. Ed. Engl. 1993, 32, 789. (f) Heinekey, D. M.; Oldham, W. J. Chem. Rev. 1993, 93, 913. (g) Cappellani, E. P.; Drouin, S. D.; Jia, G.; Maltby, P. A.; Morris, R. H.; Schweitzer, C. T. J. Am. Chem. Soc. 1994, 116, 3375. (h) Scharrer, E.; Chang, S.; Brookhart, M. Organometallics 1995, 14, 5686.
31. Although not fully characterized, the intermediate could likely be an Fe-(hydride) or an Fe-(molecular hydrogen) species or a mixture of both. For the nature and stabilization of the transition metalmolecular hydrogen bond see: (a) Kubas, G. J. Comments Inorg. Chem. 1988, 7, 17. (b) Kubas, G. J. Acc. Chem. Res. 1988, 21, 120. (c) Crabtree, R. H. Acc. Chem. Res. 1990, 23, 95. (d) Jessop, P. G.; Morris, R. H. Coord Chem. Rev. 1992, 121, 155. (e) Crabtree, R. H. Angew. Chem., Int. Ed. Engl. 1993, 32, 789. (f) Heinekey, D. M.; Oldham, W. J. Chem. Rev. 1993, 93, 913. (g) Cappellani, E. P.; Drouin, S. D.; Jia, G.; Maltby, P. A.; Morris, R. H.; Schweitzer, C. T. J. Am. Chem. Soc. 1994, 116, 3375. (h) Scharrer, E.; Chang, S.; Brookhart, M. Organometallics 1995, 14, 5686.
32. Although not fully characterized, the intermediate could likely be an Fe-(hydride) or an Fe-(molecular hydrogen) species or a mixture of both. For the nature and stabilization of the transition metalmolecular hydrogen bond see: (a) Kubas, G. J. Comments Inorg. Chem. 1988, 7, 17. (b) Kubas, G. J. Acc. Chem. Res. 1988, 21, 120. (c) Crabtree, R. H. Acc. Chem. Res. 1990, 23, 95. (d) Jessop, P. G.; Morris, R. H. Coord Chem. Rev. 1992, 121, 155. (e) Crabtree, R. H. Angew. Chem., Int. Ed. Engl. 1993, 32, 789. (f) Heinekey, D. M.; Oldham, W. J. Chem. Rev. 1993, 93, 913. (g) Cappellani, E. P.; Drouin, S. D.; Jia, G.; Maltby, P. A.; Morris, R. H.; Schweitzer, C. T. J. Am. Chem. Soc. 1994, 116, 3375. (h) Scharrer, E.; Chang, S.; Brookhart, M. Organometallics 1995, 14, 5686.
33. Although not fully characterized, the intermediate could likely be an Fe-(hydride) or an Fe-(molecular hydrogen) species or a mixture of both. For the nature and stabilization of the transition metalmolecular hydrogen bond see: (a) Kubas, G. J. Comments Inorg. Chem. 1988, 7, 17. (b) Kubas, G. J. Acc. Chem. Res. 1988, 21, 120. (c) Crabtree, R. H. Acc. Chem. Res. 1990, 23, 95. (d) Jessop, P. G.; Morris, R. H. Coord Chem. Rev. 1992, 121, 155. (e) Crabtree, R. H. Angew. Chem., Int. Ed. Engl. 1993, 32, 789. (f) Heinekey, D. M.; Oldham, W. J. Chem. Rev. 1993, 93, 913. (g) Cappellani, E. P.; Drouin, S. D.; Jia, G.; Maltby, P. A.; Morris, R. H.; Schweitzer, C. T. J. Am. Chem. Soc. 1994, 116, 3375. (h) Scharrer, E.; Chang, S.; Brookhart, M. Organometallics 1995, 14, 5686.
34. Although not fully characterized, the intermediate could likely be an Fe-(hydride) or an Fe-(molecular hydrogen) species or a mixture of both. For the nature and stabilization of the transition metalmolecular hydrogen bond see: (a) Kubas, G. J. Comments Inorg. Chem. 1988, 7, 17. (b) Kubas, G. J. Acc. Chem. Res. 1988, 21, 120. (c) Crabtree, R. H. Acc. Chem. Res. 1990, 23, 95. (d) Jessop, P. G.; Morris, R. H. Coord Chem. Rev. 1992, 121, 155. (e) Crabtree, R. H. Angew. Chem., Int. Ed. Engl. 1993, 32, 789. (f) Heinekey, D. M.; Oldham, W. J. Chem. Rev. 1993, 93, 913. (g) Cappellani, E. P.; Drouin, S. D.; Jia, G.; Maltby, P. A.; Morris, R. H.; Schweitzer, C. T. J. Am. Chem. Soc. 1994, 116, 3375. (h) Scharrer, E.; Chang, S.; Brookhart, M. Organometallics 1995, 14, 5686.
35. Although not fully characterized, the intermediate could likely be an Fe-(hydride) or an Fe-(molecular hydrogen) species or a mixture of both. For the nature and stabilization of the transition metalmolecular hydrogen bond see: (a) Kubas, G. J. Comments Inorg. Chem. 1988, 7, 17. (b) Kubas, G. J. Acc. Chem. Res. 1988, 21, 120. (c) Crabtree, R. H. Acc. Chem. Res. 1990, 23, 95. (d) Jessop, P. G.; Morris, R. H. Coord Chem. Rev. 1992, 121, 155. (e) Crabtree, R. H. Angew. Chem., Int. Ed. Engl. 1993, 32, 789. (f) Heinekey, D. M.; Oldham, W. J. Chem. Rev. 1993, 93, 913. (g) Cappellani, E. P.; Drouin, S. D.; Jia, G.; Maltby, P. A.; Morris, R. H.; Schweitzer, C. T. J. Am. Chem. Soc. 1994, 116, 3375. (h) Scharrer, E.; Chang, S.; Brookhart, M. Organometallics 1995, 14, 5686.
36. 3), Liu, L.-K.; Luh, L.-S.; Chao, P.-C.; Fu, Y.-T. Bull. Inst. Chem. Acad. Sin. 1995, 42, 1.
37. 3), Liu, L.-K.; Luh, L.-S.; Chao, P.-C.; Fu, Y.-T. Bull. Inst. Chem. Acad. Sin. 1995, 42, 1.
38. 3), Liu, L.-K.; Luh, L.-S.; Chao, P.-C.; Fu, Y.-T. Bull. Inst. Chem. Acad. Sin. 1995, 42, 1.
39. 3), Liu, L.-K.; Luh, L.-S.; Chao, P.-C.; Fu, Y.-T. Bull. Inst. Chem. Acad. Sin. 1995, 42, 1.
40. 3), Liu, L.-K.; Luh, L.-S.; Chao, P.-C.; Fu, Y.-T. Bull. Inst. Chem. Acad. Sin. 1995, 42, 1.
41. 3), Liu, L.-K.; Luh, L.-S.; Chao, P.-C.; Fu, Y.-T. Bull. Inst. Chem. Acad. Sin. 1995, 42, 1.