Spiro-meisenheimer adducts in the thiophene series: interdependence of 13c nmr and thermodynamic data

Gazzetta Chimica Italiana

Volumn 126, Issue 3, 1996, Pages 165-172

  Consiglio, Giovanni ^a   Dellerba, Carlo ^a,b,c   Frenna, Vincenzo ^a,b,c   Novi, Marino ^a,b,c   Petrillo, Giovanni ^a,b,c   Sancassan, Fernando ^a,b,c   Spinelli, Domenico ^a,b,c  

^a UNIVERSITY OF BOLOGNA   (Italy)

^b UNIVERSITY OF GENOA   (Italy)

^c UNIVERSITY OF PALERMO   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33749106469     PISSN: 00165603     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (40)

1. a) D. SPINELLI, G. CONSIGLIO, C. DELL'ERBA, M. Novi, «Nucleophilic substitution of thiophene derivatives» in «The chemistry of heterocyclic compounds», S. GRONOWITZ, Ed., John Wiley & Sons, New York, 1991, vol. 44, p. 295;
2. b) F. TERRIER, «Nucleophilic aromatic displacement: The influence of the nitro group», VCH, New York, N.Y., 1991.
3. a) E. BUNCEL, M. CRAMPTON, M. STRAUSS, F. TERRIER, «Electron deficient aromatic- and heteroaromatic-base interactions. The chemistry of anionic sigma complexes», Elsevier, Amsterdam, 1984;
4. b) F. TERRIER, Chem. Rev., 82, 77 (1982).
5. a) G A. OLAH, H. MAYR, J. Org. Chem., 41, 3448 (1976);
6. b) M.-P. SIMONNIN, M.-J. POUET, F. TERRIER, ibid., 43, 855 (1978);
7. V. MACHACEK, V. STERBA, A. LICKA, D. SNOBL, J. Chem. Soc., Perkin Trans. 2, 355 (1982);
8. G. CONSIGLIO, D. SPINELLI, C. ARNONE, F. SANCASSAN, C. DELL'ERBA, R. NOTO, F. TERRIER, ibid., 317 (1984);
9. e) N. SBARBATI NUDELMAN, P. MACCORMACK, ibid., 227 (1987);
10. f) G. CONSIGLIO, C. ARNONE, D. SPINELLI, F. SANCASSAN, C. DELL'ERBA, G. LEANDRI, F. TERRIER, Gazz. Chim. Ital, 117, 267 (1987);
11. g) F. SANCASSAN, C. DELL'ERBA, S. GRONOWITZ, G. CONSIGLIO, D. SPINELLI, Chemica Scripta, 28, 349 (1988);
12. h) C. DELL'ERBA, F. SANCASSAN, M. Novi, D. SPINELLI, G. CONSIGLIO, C. ARNONE, F. FERRONI, J. Chem. Soc., Perkin Trans. 2, 1779 (1989);
13. C. DELL'ERBA, F. SANCASSAN, M. Novi, D. SPINELLI, G. CONSIGLIO, ibid., 1631 (1991).
14. a) M.R. CRAMPTON, Advan. Phvs. Org. Chem., 7, 211 (1969);
15. M.J. STRAUSS, Chem. Rev., 70, 667 (1970);
16. C.A. FYFE, in «The chemistry of the hydroxyl group», S. PATAI, Ed., Interscience, N.Y., 1971, p. 51;
17. C.F. BERNASCONI, MTP Internat. Rev. Sci.: Org. Chem. Ser. I, 3, 33 (1973);
18. J.H. PENDLER, E.J. PENDLER, C.E. GRIFFIN, J. Org. Chem., 34, 689 (1969);
19. b) G. DODDI, G. ILLUMINAT:, F. STEGEL, J. Chem. Soc., Chem. Commun., 1143 (1972).
20. a) D. SPINELLI, V. ARMANINO, A. CORRAO, J. Heterocycl. Chem., 7, 1441 (1970);
21. b) F. SANCASSAN, M. Novi,' G. GUANTI, C. DELL'ERBA, ibid., 12, 1083 (1975);
22. C. DELL'ERBA, M. Novi, G. GUANTI, D. SPINELLI, ibid., 12, 327 (1975);
23. D. SPINELLI, G. CONSIGLIO, R. NOTO, J. Chem. Res. (S), 242 (1978).
24. a) D. SPINELLI, G. CONSIGLIO, A. CORRAO, J. Chem. Soc., Perkin Trans. 2, 1866 (1972);
25. b) W. STEINKOPF, H. JACOB, H. PENZ, Justus Liebigs Ann. Chem., 512, 136 (1934);
26. C.A., 29, 779 (1935);
27. C.D. HURD, K.L. KREUZ, J. Am. Chem. Soc., 74, 2965 (1952);
28. C. DELL'ERBA, G. GUANTI, Gazz. Chim. Ital, 100, 223 (1970).
29. a) E.J. PENDLER, J.H. PENDLER, W.E. BYRNE, C.E. GRIFFIN, J. Org. Chem., 33, 4141 (1968);
30. b) M.R. CRAMPTON, J. Chem. Soc., Perkin Trans. 2, 2157 (1973);
31. C.F. BERNASCONI, K.A. HOWARD, J. Am. Chem. Soc., 104, 7248 (1982);
32. S. SEKJGUCHI, M. HIRAI, N. TOMOTO, J. Org. Chem., 49, 2378 (1984).
33. L.B. CLAPP, H. LACEY, G.G. BECKWITH, R.M. SRIVASTAVA, N. MUHAMMAD, J. Org. Chem., 33, 4262 (1968);
34. E. BERGMAN, N.R. McFARLANE, J.J.K. BOULTON, J. Chem. Soc., Chem. Commun., 511 (1970);
35. O. WENNERSTROM, Acta Chem. Scand., 2341 (1971);
36. C. MOBERG, O. WENNERSTROM, ibid., 2355, 2871 (1971).
37. H.A. BENESI, J. HILDEBRAND, J. Am. Chem. Soc., 71, 2703 (1949).
38. A.J. KIRBY, Advan. Phys. Org. Chem., 17, 183 (1980);
39. L. MANDOLINI, ibid., 22, 1 (1986).
40. G. GUANTI, C. DELL'ERBA, P. MACERA, J. Heterocycl. Chem., 10, 1007 (1973).