Phosphonyl transfer by the elimination-addition mechanism: Accelerated formation of an alkylidineoxophosphorane (phosphene) intermediate when a P-O single bond is replaced by P-S

Chemical Communications

Volumn , Issue 24, 2004, Pages 2896-2897

  Harger, Martin J P ^a  

^a UNIVERSITY OF LEICESTER   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

CHLORINE DERIVATIVE; OXYGEN; PHOSPHONIC ACID DERIVATIVE; PHOSPHONOCHLORIDATE; PHOSPHORANE DERIVATIVE; PHOSPHORUS; SULFUR; UNCLASSIFIED DRUG;

ADDITION REACTION; ARTICLE; CATALYST; CHEMICAL BOND; CHEMICAL INTERACTION; CHEMICAL REACTION; CHEMICAL STRUCTURE; DISSOCIATION; ELIMINATION REACTION; PHOSPHORUS NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; REPRODUCIBILITY; STEREOCHEMISTRY; SUBSTITUTION REACTION; SYNTHESIS; TECHNIQUE;

EID: 11244305466     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/b412036a     Document Type: Article

References (19)

1. D. E. C. Corbridge, Phosphorus - An Outline of its Chemistry, Biochemistry and Uses, 5th edn., Elsevier, Amsterdam, 1995, ch. 11.
2. For recent work and references see: K. Range, M. J. McGrath, X. Lopez and D. M. York, J. Am. Chem. Soc., 2004, 126, 1654; B. A. Gregersen, X. Lopez and D. M. York, J. Am. Chem. Soc., 2004, 126, 7505.
3. For recent work and references see: K. Range, M. J. McGrath, X. Lopez and D. M. York, J. Am. Chem. Soc., 2004, 126, 1654; B. A. Gregersen, X. Lopez and D. M. York, J. Am. Chem. Soc., 2004, 126, 7505.
4. See e.g.: I. E. Catrina and A. C. Hengge, J. Am. Chem. Soc., 2003, 125, 7546.
5. A. Kalir and H. H. Kalir, in The Chemistry of Organophosphorus Compounds, ed. F. R. Hartley, Wiley, Chichester, 1996, vol. 4, ch. 9; R. Engel, in Handbook of Organophosphorus Chemistry, ed. R. Engel, Dekker, New York, 1992, ch. 11.
6. A. Kalir and H. H. Kalir, in The Chemistry of Organophosphorus Compounds, ed. F. R. Hartley, Wiley, Chichester, 1996, vol. 4, ch. 9; R. Engel, in Handbook of Organophosphorus Chemistry, ed. R. Engel, Dekker, New York, 1992, ch. 11.
7. G. R. J. Thatcher and R. Kluger, Adv. Phys. Org. Chem., 1989, 25, 99. For more recent summaries and references see: J. E. Omakor, I. Onyido, G. W. vanLoonandE. Buncel, J. Chem. Soc., Perkin Trans. 2, 2001, 324; A. C. Hengge, Acc. Chem. Res., 2002, 35, 105.
8. G. R. J. Thatcher and R. Kluger, Adv. Phys. Org. Chem., 1989, 25, 99. For more recent summaries and references see: J. E. Omakor, I. Onyido, G. W. vanLoonand and E. Buncel, J. Chem. Soc., Perkin Trans. 2, 2001, 324; A. C. Hengge, Acc. Chem. Res., 2002, 35, 105.
9. G. R. J. Thatcher and R. Kluger, Adv. Phys. Org. Chem., 1989, 25, 99. For more recent summaries and references see: J. E. Omakor, I. Onyido, G. W. vanLoonand and E. Buncel, J. Chem. Soc., Perkin Trans. 2, 2001, 324; A. C. Hengge, Acc. Chem. Res., 2002, 35, 105.
10. Multiple Bonds and Low Coordination in Phosphorus Chemistry, ed. M. Regitz and O. J. Scherer, Thieme, Stuttgart, 1990, Section E; M. Regitz and G. Maas, Top. Curr. Chem, 1981, 97, 71.
11. Multiple Bonds and Low Coordination in Phosphorus Chemistry, ed. M. Regitz and O. J. Scherer, Thieme, Stuttgart, 1990, Section E; M. Regitz and G. Maas, Top. Curr. Chem, 1981, 97, 71.
12. J. R. Cox and B. O. Ramsay, Chem. Rev., 1964, 64, 317; V. A. Baranskii, G. D. Eliseeva and N. A. Sukhorukova, J. Gen. Chem. USSR (Engl. Transl.), 1988, 58, 687.
13. J. R. Cox and B. O. Ramsay, Chem. Rev., 1964, 64, 317; V. A. Baranskii, G. D. Eliseeva and N. A. Sukhorukova, J. Gen. Chem. USSR (Engl. Transl.), 1988, 58, 687.
14. R. Breslow and I. Katz, J. Am. Chem. Soc., 1968, 90, 7376;
15. A. F. Gerrard and N. K. Hamer, J. Chem. Soc. (B), 1969, 369; I. E. Catrina and A. G. Hengge, J. Am. Chem. Soc., 1999, 121, 2156; M. J. P. Harger, J. Chem. Soc., Perkin Trans. 2, 1991, 1057.
16. A. F. Gerrard and N. K. Hamer, J. Chem. Soc. (B), 1969, 369; I. E. Catrina and A. G. Hengge, J. Am. Chem. Soc., 1999, 121, 2156; M. J. P. Harger, J. Chem. Soc., Perkin Trans. 2, 1991, 1057.
17. A. F. Gerrard and N. K. Hamer, J. Chem. Soc. (B), 1969, 369; I. E. Catrina and A. G. Hengge, J. Am. Chem. Soc., 1999, 121, 2156; M. J. P. Harger, J. Chem. Soc., Perkin Trans. 2, 1991, 1057.
18. M. J. P. Harger and B. Hurman, J. Chem, Soc., Perkin Trans. 1, 1998, 1383.
19. C. D. Cox and M. J. P. Harger, J. Chem. Res. (S), 1998, 578.