Synthetic and mechanistic aspects of halo-F-methylphosphonates

Journal of Fluorine Chemistry

Volumn 132, Issue 10, 2011, Pages 815-828

  Flynn, Richard M ^a   Burton, Donald J ^a  

^a University of Iowa   (United States)

Author keywords

Bromodifluoromethylphosphonates; Dibromofluoromethylphosphonates; Difluorocarbene; Halo F methylphosphonates; Michaelis Arbuzov

Indexed keywords

EID: 80051781152     PISSN: 00221139     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jfluchem.2011.05.034     Document Type: Article

References (56)

1. D.J. Burton, Z.Y. Yang, and W. Qiu Chem. Rev. 96 1996 1641 1715
2. L.D. Freedman, and G.O. Doak Chem. Rev. 57 1957 479 523
3. D.J. Burton, and R.M. Flynn J. Fluorine Chem. 10 1977 329 332
4. H.J. Emeleus J. Chem. Soc. 1955 563 574
5. H.J. Emeleus J. Chem. Soc. 1954 3896 3904
6. H.J. Emeleus J. Chem. Soc. 1954 3598 3603
7. R.A. McIvor, and C.E. Hubley Can. J. Chem. 37 1959 869 876
8. E. Gryszhiewicz-Trochimowski Bull. Soc. Chim. Fr. 1967 4289
9. L. Soborovskii, and N. Baina J. Gen. Chem. USSR 29 1959 1115
10. R.G. Harvey, and E.R. De Sombre Topics in Phosphorus Chemistry vol. 1 1964 Interscience New York 57
11. A. Isbell CA 58 1963 11394f
12. G. Kamai CA 46 1952 6081
13. T. Mahmood, and J.M. Shreeve Synth. Commun. 17 1987 71 75
14. D.J. Burton, and R.M. Flynn Synthesis 1979 615
15. A.L. Allred J. Inorg. Nucl. Chem. 17 1961 215 221
16. M.J. Van Hamme, D.J. Burton, and P. Greenlimb Org. Magn. Res. 11 1978 275
17. T.A. Albright, W.J. Freeman, and E.E. Schweitzer J. Am. Chem. Soc. 97 1975 2942 2946
18. G.A. Gray J. Am. Chem. Soc. 95 1973 7736 7742
19. J. Emsley, and D. Hall The Chemistry of Phosphorus vol. 35 1976 John Wiley and Sons New York
20. B.C. Saunders Adv. Fluorine Chem. 2 1961 188
21. Y. Zafrani, G. Sod-Moriah, and Y. Segali Tetrahedron 65 2009 5278 5283
22. C.E. McKenna, M.T. Higa, N.H. Cheung, and M. McKenna Tetrahedron Lett. 18 1977 155 158
23. R. Rabinowitz J. Org. Chem. 28 1963 2975 2978
24. V.M. Clark, and A.R. Todd J. Chem. Soc. 1950 2030 2034
25. K.A. Petrov, N.K. Bliznyuk, and T.N. Lysenko J. Gen. Chem. USSR 30 1960 1943
26. D.J. Burton, and R.M. Flynn J. Fluorine Chem. 15 1980 263 266
27. D.J. Burton, T. Ishihara, and R.M. Flynn J. Fluorine Chem. 20 1982 121 126
28. B. Miller Topics in Phosphorus Chemistry 2 1965 Interscience New York p. 133
29. H.S. Kesling, Ph.D. Thesis, Univ. of Iowa, 1975.
30. R.N. Haszeldine, and B.O. West J. Chem. Soc. 1956 3631 3637
31. M.J. Van Hamme, Ph.D. Thesis, Univ. of Iowa, 1974
32. H. Teichmann Z. Chem. 14 1974 216
33. M. Baudler, and W. Giese Z. Anorg. Chem. 290 1957 258 269
34. J. Michalski, and A. Zwierzak Proc. Chem. Soc. 1964 80
35. W.J. Middleton, and W.H. Sharkey J. Org. Chem. 30 1965 1384 1390
36. Y. Inouye, Ph.D. Thesis, Univ. of Iowa, 1978.
37. D.M. Gale, W.J. Middleton, and C.G. Krespan J. Am. Chem. Soc. 88 1966 3617 3623
38. D.J. Burton, and D.G. Naae J. Am. Chem. Soc. 95 1973 8467 8468
39. D.J. Burton, D.G. Naae, R.M. Flynn, B.E. Smart, and D.R. Brittelli J. Org. Chem. 48 1983 3616 3618
40. R.M. Flynn, D.J. Burton, and D.M. Wiemers J. Fluorine Chem. 129 2008 583 589
41. K. Burson, and C. Kenner J. Chromatogr. Sci. 7 1969 63
42. B. Iorga, F. Eymery, and P. Savignac Tetrahedron Lett. 39 1998 4477 4480
43. R. Waschbusch, J. Carran, and P. Savignac C.R. Acad Sci. Paris, Ser. IIc 1 1998 49 52
44. Y. Shen, and Y. Zhang J. Fluorine Chem. 108 2001 69 71
45. R. Waschbusch, J. Carran, and P. Savignac Tetrahedron 53 1997 6391 6400
46. R. Waschbusch, M. Samadi, and P. Savignac J. Organomet. Chem. 529 1997 267 278
47. J.M. Birchall, and R.N. Haszeldine J. Chem. Soc. 1959 13
48. D.G. Naae, Ph.D. Thesis, Univ. of Iowa, 1972.
49. G. Kosolapoff J. Am. Chem. Soc. 69 1947 1002 1003
50. 19F NMR Chemical Shifts 1970 Wiley-Interscience New York
51. D. Seyferth, J.Y. Mui, M.E. Gordon, and J.M. Burlitch J. Am. Chem. Soc. 87 1965 681 682
52. G.A. Wheaton, and D.J. Burton J. Fluorine Chem. 9 1977 25 44
53. R.W. Vander Haar, Ph.D. Thesis, Univ. of Iowa, 1973.
54. R.A. Mitsch, and J.E. Robertson J. Heterocycl. Chem. 2 1965 152
55. H.J. Bestman, and B. Arnason Chem. Ber. 95 1962 1513
56. F.W. McLafferty Anal. Chem. 28 1956 306 316