Fluoro-sulfur containing olefins cis-RCSH2CH=CHCH2SR (R = C6F5, p-C6HF4 and p-C6H6F)

Synthesis

Volumn , Issue 8, 2000, Pages 1109-1112

  Martin, Erika ^a   Tovilla, Jorge ^a   Torrens, Hugo ^a  

^a UNIVERSIDAD NACIONAL AUTÓNOMA DE MÉXICO   (Mexico)

Author keywords

Fluorinated dithioethers; Fluorinated olefins; Fluorine; Sulfur

Indexed keywords

ALKENE; ETHER DERIVATIVE; FLUORINE DERIVATIVE; LEAD; METAL DERIVATIVE; SULFUR DERIVATIVE; THIOL GROUP;

ARTICLE; CATALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; FLUORINATION; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SYNTHESIS;

EID: 0033927346     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2000-6319     Document Type: Article

References (36)

1. (a) Fluorine in Agriculture, Banks, R. E., Ed.; Fluorine Technology Limited Sale: Cheshire, U. K., 1995.
2. (b) Ojima, I.; McCarthy, J. R.; Welch, J. T., Eds.; Biomedical Frontiers of Fluorine Chemistry; ACS Symposium Series 639; American Chemical Society: Washington, D.C., 1996.
3. Filler, R.; Kobayashi, Y. Biomedical Aspects of Fluorine Chemistry, Elsevier: Amsterdam, 1982.
4. Camps, F.; Coll, J.; Fabrias, G.; Guerrero, A. Tetrahedron 1984, 40, 2871.
5. Thenappan, A.; Burton, D. J. J. Org. Chem. 1990, 55, 4639.
6. McCarthy, J. R.; Jarvi, E. T.; Matthews, D. P.; Edwards, M. L.; Prakash, N. J.; Bowlin, T. L.; Mehdi, S.; Sunkara, P. S.; Bey, P. J. Am. Chem. Soc. 1989, 111, 1127.
7. Patrik, T. B.; Nadji, S. J. Fluorine Chem. 1990, 49, 147.
8. de Wolf, A.C. A.; van Koten, G; Deelman, B. Chem. Soc. Rev. 1999, 28, 37.
9. Davis, F. A.; Kasu, P. V. N.; Sundrababu, G.; Qi, H. J. Org. Chem. 1997, 62, 7546.
10. Enders, D.; Potthoff, M.; Raabe, G.; Runsink, J. Angew. Chem., Int. Ed. Engl. 1997, 36, 2362.
11. Trasher, S. J.; Strauss, S. H., Eds.; Inorganic Fluorine Chemistry Toward the 21st Century; ACS Symposium Series 555; American Chemical Society: Washington, D.C.:, 1994.
12. Petrova, T.D.; Platonov, V. E.; Shchegoleva, J. N.; Maksinov, A. M.; Haas, A.; Schelvis, M.; Lieb, M. J. Fluorine Chem. 1996, 79, 13.
13. Adamczyk, M.; Fishpaugh, J. R. Tetrahedron. Lett. 1996, 37, 4305.
14. Niebl, A.; Boese, R.; Haas, A.; Klare, C.; Peach, M. Z. Anorg. Allg, Chem. 1996, 622, 1263.
15. Ito, A.; Konishi, K.; Aida, T. Tetrahedron Lett. 1996, 37, 2585.
16. Maksimov, A.M.; Kireenkov, V. V.; Platonov, V. E. Izv. Akad. Nauk, Ser. Khim. 1996, 162; Chem. Abstr. 1996, 124, 316622.
17. Maksimov, A.M.; Kireenkov, V. V.; Platonov, V. E. Izv. Akad. Nauk, Ser. Khim. 1996, 162; Chem. Abstr. 1996, 124, 316622.
18. Platonov, V. E.; Maksimov, A. M.; Maslovsky, P. I. J. Fluorine Chem. 1995, 75, 41.
19. Cruz-Garritz, D.; Martin, E.; Torrens, H.; Mayoh, K.; Smith, A. Trans. Met. Chem. 1991, 16, 236.
20. Garcia, J.; Martin, E.; Morales, D.; Torrens, H.; del Rio, F. Inorg. Chim. Acta 1993, 207, 93.
21. Martin, E.; Toledo, B.; Torrens, H.; Lahoz, F. J.; Terreros, P. Polyhedron 1998, 77, 4091.
22. Robson, P.; Stancey, M.; Stephens, R.; Tatlow, J. C. J. Chem. Soc. 1960, 4754.
23. Eller, P. J.; Meek, D. W. J. Organomet. Chem. 1970, 2, 631.
24. Belf, L. J.; Buxton, M. W.; Fuller, G. J. Chem. Soc. 1965, 3372.
25. Yakobson, G. G.; Furin, G. G.; Kobrina, L. S.; Vorozhtsov, N. N. J. Gen. Chem. USSR 1967, 37, 1221.
26. Bertrán, A.; García, J.; Martin, E.; Sosa, P.; Torrens, H. Rev. Soc. Quim. Mex. 1993, 3, 185.
27. Johnston, L. J.; Peach, M. E. J. Fluorine Chem. 1978, 12, 41.
28. Robson, P.; Smith, T. A.; Stephens, R.; Tatlow, J. C. J. Chem. Soc. 1963, 3692.
29. Peach, M. E.; Spinney, H. G. Can. J. Chem. 1971, 49, 644.
30. Ward, E.W.; Sicree, S.; Chen, B.; Tamborski, C. J. Fluorine Chem. 1995, 73, 73.
31. Agh-Atabay, N. M.; Davidson, J. J. Chem. Soc., Dalton Trans. 1992, 3531.
32. Carlton, L.; Bakar, W. A. W. A.; Davidson, J. L. J. Organomet. Chem. 1990, 394, 177.
33. Agh-Atabay, N. M.; Davidson, J. L.; Muir, K. W. J. Chem Soc., Chem. Commun 1990, 1399.
34. Attempts to replace chlorine atoms by arylthiolates in ethanol or acetone under reflux failed, probably due to a low activation of the methylenic carbon towards a nucleophilic attack.
35. gNMR, Version 3.6, Cherwell Scientific Publishing Ltd.: Oxford, 1995.
36. Peach, M. E. Can. J. Chem. 1968, 46, 2699.