Tetraethylammonium tetraselenotungstate: A new and efficient selenium transfer reagent for the chemoselective synthesis of functionalised diselenides

Tetrahedron Letters

Volumn 44, Issue 11, 2003, Pages 2257-2260

  Saravanan, Vadivelu ^a   Porhiel, Emmanuel ^a   Chandrasekaran, Srinivasan ^a  

^a INDIAN INSTITUTE OF SCIENCE   (India)

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL DERIVATIVE; HALIDE; SELENIDE; SELENIUM; TETRASELENOTUNGSTATE; TETRYLAMMONIUM; TUNGSTEN; UNCLASSIFIED DRUG;

ALKYLATION; ARTICLE; CHEMICAL PROCEDURES; CHEMICAL REACTION; CHEMOSENSITIVITY; ELECTRON TRANSPORT; SYNTHESIS;

EID: 0037430433     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(03)00286-7     Document Type: Article

References (26)

1. Topics in Current Chemistry; Wirth, T., Ed.; Springer: Berlin, 2000; Vol. 208.
2. Stadman T.C. Science. 183:1974;915-922.
3. Liotta D., Monahan R. III. Science. 231:1986;356-361.
4. Krief A. Abel E.W., Stone F.G.A., Wilkinson G., Mckillop A. Comprehensive Organometallic Chemistry. II:1995;516-569 Pergmon, Oxford.
5. Illman D. Chem. Eng. 1994;53.
6. Klayman D.L., Griffn T.S. J. Am. Chem. Soc. 95:1973;197-199.
7. Gladysz J., Hornby J.L., Garbe J.E. J. Org. Chem. 43:1978;1204-1207.
8. Bergman J., Engman L. Synthesis. 1980;569-570.
9. Cordova-Reyes I., Vandenhoven E., Mohammed A., Pinto B.M. Can. J. Chem. 73:1995;113-116.
10. Wang J.-X., Cui W., Hu Y. J. Chem. Soc., Perkin Trans. 1. 1994;2341-2343.
11. Hu X., Tian Z., Lu X., Chen Y. Synth. Commun. 27:1997;553-557.
12. Li J.Q., Bao W.L., Lue P., Zhou X.J. Synth. Commun. 21:1991;799-803.
13. Syper L., Mlochowski J. Tetrahedron. 44:1988;6119-6130.
14. Krief A. Tetrahedron Lett. 43:2002;3083-3086.
15. Krief A., Delmotte C., Dumont W. Tetrahedron. 53:1997;12147-12158.
16. Salama P., Bernard C. Tetrahedron Lett. 36:1995;5711-5714.
17. Salama P., Bernard C. Tetrahedron Lett. 39:1998;745-748.
18. Prabhu K.R., Chandrasekaran S. Chem. Commun. 1997;1021-1022.
19. Krief A., De Mahieu A.F., Dumont W., Trabelsi M. Synthesis. 1988;131-133.
20. Müller A., Diemann E., Jostes R., Bogge H. Angew. Chem., Int. Ed. Engl. 20:1981;934-955.
21. O'Neal S.C., Kollis J.W. J. Am. Chem. Soc. 110:1988;1971-1973.
22. In the reaction of all the other alkyl bromides presented in Table 1 formation of the corresponding monoselenides or triselenides was not detected.
23. The reaction of alkylchlorides with 1 is generally very slow (1-3 h).
24. Boorman P.M., Wang M., Parvez M. Chem. Commun. 1995;999-1000.
25. Unfortunately the inorganic byproduct obtained after the reaction turned out to be a mixture and could not be purified and characterised.
26. Mathis L.J. Synthesis. 1979;561-576.