Kinetic and equilibrium studies of σ-adduct formation and substitution in the reactions of sulphite ions with some alkyl and aryl ethers and thioethers

Journal of Physical Organic Chemistry

Volumn 11, Issue 11, 1998, Pages 787-792

  Crampton, Michael R ^a   Holmes, Anthony J ^a  

^a DURHAM UNIVERSITY   (United Kingdom)

Author keywords

Meisenheimer complexes; Nucleophilic aromatic substitution; Nucleophilic reactivity; Trinitroaromatics

Indexed keywords

EID: 0001557701     PISSN: 08943230     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1099-1395(1998110)11:11<787::AID-POC38>3.0.CO;2-0     Document Type: Article

References (21)

1. E. Buncel, M. R. Crampton, M. J. Strauss and F. Terrier. Electron-Deficient Aromatic-and Heteroaromatic-Base Interactions. Elsevier, Amsterdam (1984).
2. F. Terrier. Nucleophilic Aromatic Displacement. VCH, New York (1991).
3. M. R. Crampton. J. Chem. Soc. B 1341 (1967).
4. C. F. Bernasconi and R. G. Bergstrom. J. Am. Chem. Soc. 95, 3603 (1973).
5. E. Buncel, A. R. Norris, K. E. Russell and P. J. Sheridan. Can. J. Chem. 52, 25 (1974).
6. M. R. Crampton and M. J. Willison. J. Chem. Soc., Perkin Trans. 2 160 (1976).
7. M. R. Crampton. J. Chem. Soc., Perkin Trans. 2 343 (1978).
8. D. N. Brooke and M. R. Crampton. J. Chem. Soc., Perkin Trans. 2 1850 (1980).
9. M. R. Crampton and C. Greenhalgh. J. Chem. Soc., Perkin Trans. 2 599 (1985).
10. M. R. Crampton, C. Greenhalgh, G. Machell and D. P. E. Williams. J. Chem. Res. S 240 (1986).
11. N. Marendic and A. R. Norris. Can. J. Chem. 51, 3927 (1973).
12. C. F. Bernasconi and M. C. Muller. J. Am. Chem. Soc. 100, 5536 (1978).
13. C. J. M. Stirling. Acc. Chem. Res. 12, 198 (1979).
14. M. R. Crampton and M. J. Willison. J. Chem. Soc., Chem Commun. 215 (1973).
15. M. J. Strauss and S. P. B. Taylor. J. Am. Chem. Soc. 95, 3813 (1973).
16. D. H. McDaniel and H. C. Brown. J. Org. Chem. 23, 420 (1958).
17. R. Chamberlin, M. R. Crampton and R. L. Knight. J. Chem. Res. S 444 (1993).
18. G. Baldini, G. Doddi, G. Illuminati and F. Stegel. J. Org. Chem. 41, 2153 (1976).
19. E. Buncel, J. M. Dust, A. Jonczyk, R. A. Manderville and I. Onyido. J. Am. Chem. Soc. 114, 5610 (1992).
20. R. A. Manderville and E. Buncel. J. Am. Chem. Soc. 115, 8985 (1993).
21. C. C. Culvenor, W. Davies and W. E. Savige. J. Chem. Soc. 4480 (1952).