Anionic σ-complexes of 1,3,5-tris(fluorosulfonyl)benzene

Tetrahedron Letters

Volumn 49, Issue 17, 2008, Pages 2719-2721

  Boiko, Vladimir N ^a   Kamoshenkova, Oksana M ^a   Filatov, Andrey A ^a  

^a INSTITUTE OF ORGANIC CHEMISTRY   (Ukraine)

Author keywords

1,3,5 Tris(fluorosulfonyl)benzene; Anionic complexes; Aromatic nucleophilic addition; Aromatic sulfonic acid fluorides

Indexed keywords

1,3,5 TRIS(FLUOROSULFONYL)BENZENE; 5,5 DIMETHYL 1,3 CYCLOHEXANEDIONE; ACETOACETIC ACID; AROMATIC COMPOUND; BENZENE DERIVATIVE; ESTER DERIVATIVE; FLUORINE DERIVATIVE; MALONIC ACID; MORPHOLINE; NITROMETHANE; SODIUM SULFITE; UNCLASSIFIED DRUG;

ADDITION REACTION; ARTICLE; CHEMICAL MODIFICATION; CHEMICAL REACTION KINETICS; COMPLEX FORMATION; ENANTIOSELECTIVITY; STEREOCHEMISTRY; SUBSTITUTION REACTION;

EID: 40949098087     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2008.02.151     Document Type: Article

References (22)

1. For selected reviews see:. Strauss M.J. Chem. Rev. 70 (1970) 667-712
2. Terrier F. Chem. Rev. 82 (1982) 77-152
3. Artamkina G.A., Egorov M.P., and Beletskaya I.P. Chem. Rev. 82 (1982) 427-459
4. Buncel E., Dust J.M., and Terrier F. Chem. Rev. 95 (1995) 2261-2280
5. For σ-complexes of 1,3,5-tris(trifluoromethylsulfonyl)benzene see:. Yagupolskii L.M., Boiko V.N., Shchupak G.M., Kondratenko N.V., and Sambur V.P. Tetrahedron Lett. 49 (1975) 4413-4414
6. Boiko V.N., Ignatèv N.V., Shchupak G.M., and Yagupolskii L.M. Zh. Org. Khim. 15 (1979) 806-816
7. Terrier F., Millot A.P., Chatrousse A.P., Yagupolskii L.M., Boiko V.N., Shchupak G.M., and Ignatèv N.V. J. Chem. Res. (S) (1979) 272-273
8. Onys'ko P.P., Gololobov Yu.G., Boiko V.N., Ignatèv N.V., and Yagupolskii L.M. Zh. Obshch. Khim. 49 (1979) 748-751
9. Ignatèv N.V., Boiko V.N., and Yagupolskii L.M. Zh. Org. Khim. 16 (1980) 1501-1508
10. Boiko V.N., Ignatèv N.V., and Yagupolskii L.M. Zh. Org. Khim. 17 (1981) 1952-1958
11. Yagupolskii L.M. In: Markovskii L.N. (Ed). Aromatic and Heterocyclic Compounds with Fluorine-Containing Substituents (1988), Naukova Dumka, Kiev, USSR 245
12. Gordon A.J., and Ford R.A. The Chemist's Companion (1976), Mir, Moscow 168
13. Sheppard W.A., and Sharts C.M. In: Knunyants I.L. (Ed). Organic Fluorine Chemistry (1972), Mir, Moscow 295
14. Davies W., and Dick J.H. J. Chem. Soc. (1931) 2104-2109
15. Van Der Puy M. J. Org. Chem. 53 (1988) 4398-4401
16. Lee I., Shim C.S., Chung S.Y., Kim H.Y., and Lee H.W. J. Chem. Soc., Perkin Trans. 2 (1988) 1919-1923
17. Aberlin M.E., and Bunton C.A. J. Org. Chem. 35 (1970) 1825-1828
18. Machacek V., Sterba V., Lycka A., and Snobl D. J. Chem. Soc., Perkin Trans. 2 (1982) 355-360
19. Olah G.A., and Mayr H. J. Org. Chem. 41 (1976) 3448-3451
20. Simonnin M.-P., Pouet M.-J., and Terrier F. J. Org. Chem. 43 (1978) 859-955
21. Dolenko G.N., Boiko V.N., Shchupak G.M., Boldeskul I.E., and Yagupolskii L.M. Izv. Akad. Nauk SSSR, Ser. Khim. 3 (1987) 585-587
22. 13C NMR spectra were recorded.