An Unusual Substituent Effect in a Cycloaddition of an Azolium Ylide 1,3-Dipole: An Inverted V-Shaoed Hammett Plot

Journal of Heterocyclic Chemistry

Volumn 34, Issue 6, 1997, Pages 1825-1827

  Butler, Richard N ^a   Grogan, Denise C ^a   Buike, Luke A ^b  

^a NATIONAL UNIVERSITY OF IRELAND   (Ireland)

^b RUTGERS UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0011205426     PISSN: 0022152X     EISSN: None     Source Type: Journal    
DOI: 10.1002/jhet.5570340631     Document Type: Article

References (12)

1. For a review see, R. N. Butler and D. F. O'Shea, Heterocycles, 37, 571 (1994).
2. R. N. Butler, A. M. Evans, A. M. Gillan, J. P. James, E. M. McNeela, D. Cunningham and P. McArdle, J. Chem. Soc., Perkin Trans. 1, 2537 (1990).
3. R. N. Butler, A. M. Evans, E. McNeela, G. A. O'Halloran, P. D. O'Shea, D. Cunningham and P. McArdle, J. Chem. Soc., Perkin Trans. 7, 2527 (1990).
4. R. N. Butler, F. A. Lysaght and L. A. Burke, J. Chem. Soc., Perkin Trans. 2, 1103 (1992).
5. R. Sustmann, Tetrahedron Letters, 2717 (1971); R. Sustmann and H.Trill, Angew. Chem., Int. Ed. Engl., 11, 838 (1972).
6. R. Sustmann, Tetrahedron Letters, 2717 (1971); R. Sustmann and H.Trill, Angew. Chem., Int. Ed. Engl., 11, 838 (1972).
7. R. Sustmann, Pure Appl. Chem., 40, 569 (1974).
8. R. Huisgen in 1,3-Dipolar Cycloaddition Chemistry, A. Padwa ed, John Wiley & Sons Inc., Chichester, 1984, Vol I, [a] pp 76-79;[b]PP 125-126.
9. Y. D.Samuilov, R. L.Nurullina, S. E.Solov'eva and A. I. Konovalov, Zh. Obshch. Khim. (Engl.Trans.), 48, 2349 (1978).
10. R. N. Butler, A. M. Gillan, S. Collier and J. P. James, J. Chem. Res. (S), 332 (1987).
11. R. Huisgen and F. Mietzsh, Angew. Chem. Int. Ed. Engl., 3, 83 (1964).
12. N. S. Isaacs in Physical Organic Chemistry, Longman Scientific & Technical, Harlow Essex, 1987, p 180; p 134.