Ancillary ligand-controlled selectivity for metal or cyclopentadienyl ring fluoroalkylation in reactions of fluoroalkyl iodides with cyclopentadienylrhodium complexes

Organometallics

Volumn 16, Issue 1, 1997, Pages 5-7

  Hughes, Russell P ^a   Le Husebo, Trang ^a   Rheingold, Arnold L ^b   Liable Sands, Louise M ^b   Yap, Glenn P A ^b  

^a Dartmouth College ^*  (United States)

^b UNIVERSITY OF DELAWARE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0002008194     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om960848p     Document Type: Article

References (23)

1. 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; p 306 et seq. provides an overview of this area.
2. Hart-Davis, A. J.; Graham, W. A. G. Inorg. Chem. 1971, 10, 1653.
3. Werner, H. Angew. Chem., Int. Ed. Engl. 1983, 22, 927 and references therein.
4. King, R. B.; Treichel, P. M.; Stone, F. G. A. J. Am. Chem. Soc. 1961, 83, 3593.
5. Wakselman, C.; Lantz, A. In Organofluorine Chemistry; Principles and Commercial Applications; Banks, R. E., Smart, B. E., Tatlow, J. C., Eds.; Plenum: New York, 1994; Chapter 8 and references cited therein.
6. McCleverty, J. A.; Wilkinson, G. J. Chem. Soc. 1964, 4200.
7. 7IORh (519.94): C, 21.97; H, 1.02. Found: C, 21.74; H, 1.24.
8. 2Rh (616.09): C, 27.29; H, 3.76. Found: C, 27.31; H, 3.66.
9. w = 0.0718, GOF = 1.031. A cocrystallized molecule of chloroform solvent was located in the asymmetric unit of structure 4b.
10. 2Rh (616.09): C, 27.29; H, 3.76. Found: C, 26.86; H 3.74.
11. w = 0.0539, GOF = 1.903. Attempts to resolve the disorder in the trifluoromethyl moieties in 5b were less than satisfactory, and the trifluoromethyl moieties were treated as rigid, idealized tetrahedral groups with an average, refined carbon to fluorine interatomic distance.
12. Moseley, K.; Kang, J. W.; Maitlis, P. M. J. Chem. Soc., Dalton Trans. 1970, 2875. Donovan, B. T.; Hughes, R. P.; Trujillo, H. A. J. Am. Chem. Soc. 1990, 112, 7076.
13. Moseley, K.; Kang, J. W.; Maitlis, P. M. J, Chem. Soc., Dalton Trans. 1970, 2875. Donovan, B. T.; Hughes, R. P.; Trujillo, H. A. J. Am. Chem. Soc. 1990, 112, 7076.
14. 3).
15. Dolbier, W. R. Chem. Revs. 1996, 96, 1557.
16. Farnham, W. B. Chem. Revs. 1996, 96, 1633.
17. 3 spin systems using the computer program gNMR 3.6 (Cherwell Scientific).
18. Horváth, I. T.; Rábai. J. Science 1994, 266, 72-75. Gladysz, J. A. Science 1994, 266, 55-56. Hughes, R. P.; Trujillo, H. A. Organometallics 1996, 15, 286. DiMagno, S. G.; Dussault, P. H.; Schultz, J. A. J. Am. Chem. Soc. 1996, 118, 5312. Curran, D. P.; Hadida, S. J. Am. Chem. Soc. 1996,118, 2531. Curran, D. P. Chemtracts-Org. Chem. 1996, 9, 75.
19. Horváth, I. T.; Rábai. J. Science 1994, 266, 72-75. Gladysz, J. A. Science 1994, 266, 55-56. Hughes, R. P.; Trujillo, H. A. Organometallics 1996, 15, 286. DiMagno, S. G.; Dussault, P. H.; Schultz, J. A. J. Am. Chem. Soc. 1996, 118, 5312. Curran, D. P.; Hadida, S. J. Am. Chem. Soc. 1996,118, 2531. Curran, D. P. Chemtracts-Org. Chem. 1996, 9, 75.
20. Horváth, I. T.; Rábai. J. Science 1994, 266, 72-75. Gladysz, J. A. Science 1994, 266, 55-56. Hughes, R. P.; Trujillo, H. A. Organometallics 1996, 15, 286. DiMagno, S. G.; Dussault, P. H.; Schultz, J. A. J. Am. Chem. Soc. 1996, 118, 5312. Curran, D. P.; Hadida, S. J. Am. Chem. Soc. 1996,118, 2531. Curran, D. P. Chemtracts-Org. Chem. 1996, 9, 75.
21. Horváth, I. T.; Rábai. J. Science 1994, 266, 72-75. Gladysz, J. A. Science 1994, 266, 55-56. Hughes, R. P.; Trujillo, H. A. Organometallics 1996, 15, 286. DiMagno, S. G.; Dussault, P. H.; Schultz, J. A. J. Am. Chem. Soc. 1996, 118, 5312. Curran, D. P.; Hadida, S. J. Am. Chem. Soc. 1996,118, 2531. Curran, D. P. Chemtracts-Org. Chem. 1996, 9, 75.
22. Horváth, I. T.; Rábai. J. Science 1994, 266, 72-75. Gladysz, J. A. Science 1994, 266, 55-56. Hughes, R. P.; Trujillo, H. A. Organometallics 1996, 15, 286. DiMagno, S. G.; Dussault, P. H.; Schultz, J. A. J. Am. Chem. Soc. 1996, 118, 5312. Curran, D. P.; Hadida, S. J. Am. Chem. Soc. 1996,118, 2531. Curran, D. P. Chemtracts-Org. Chem. 1996, 9, 75.
23. Horváth, I. T.; Rábai. J. Science 1994, 266, 72-75. Gladysz, J. A. Science 1994, 266, 55-56. Hughes, R. P.; Trujillo, H. A. Organometallics 1996, 15, 286. DiMagno, S. G.; Dussault, P. H.; Schultz, J. A. J. Am. Chem. Soc. 1996, 118, 5312. Curran, D. P.; Hadida, S. J. Am. Chem. Soc. 1996,118, 2531. Curran, D. P. Chemtracts-Org. Chem. 1996, 9, 75.