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Aromatic Substitution

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Advanced Organic Chemistry

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General References

  • L. F. Albright, R. V C. Carr, and R. J. Schmitt, Nitration: Recent Laboratory and Industrial Developments, American Chemical Society, Washington, D.C., 1996.

    Google Scholar 

  • R. W. Hoffmann, Dehydrobenzene and Cycloalkynes, Academic Press, New York, 1967.

    Google Scholar 

  • J. G. Hoggett, R. B. Moodie, J. R. Penton, and K. S. Schofield, Nitration and Aromatic Reactivity, Cambridge University Press, Cambridge, U.K., 1971.

    Google Scholar 

  • C. K. Ingold, Structure and Mechanism in Organic Chemistry, Cornell University Press, Ithaca, New York, 1969, Chapter VI.

    Google Scholar 

  • R. O. C. Norman and R. Taylor, Electrophilic Substitution in Benzenoid Compounds, Elsevier, Amsterdam, 1965.

    Google Scholar 

  • G. A. Olah, Friedel & Crafts Chemistry, John Wiley & Sons, New York, 1973.

    Google Scholar 

  • S. Patai, ed., The Chemistry of Diazonium and Diazo Groups, John Wiley & Sons, New York, 1978.

    Google Scholar 

  • R. M. Roberts and A. A. Khalaf, Friedel-Crafts Alkylation Chemistry, Marcel Dekker, New York, 1984.

    Google Scholar 

  • R. Taylor, Electrophilic Aromatic Substitution, John Wiley & Sons, Chichester, U.K., 1990.

    Google Scholar 

  • F. Terrier, Nucleophilic Aromatic Substitution, VCH Publishers, New York, 1991.

    Google Scholar 

Problems

  1. C. K. Ingold and E. H. Ingold, J. Chem. Soc. 1928:2249.

    Google Scholar 

  2. R. J. Albers and E. C. Kooyman, Recl. Trav. Chim. 83:930 (1964).

    CAS  Google Scholar 

  3. J. R. Knowles and R. O. C. Norman, J. Chem. Soc. 1961:2938.

    Google Scholar 

  4. A. Gastaminza, T. A. Modro, J. H. Ridd, and J. H. P. Utley, J. Chem. Soc, B 1968:534.

    Google Scholar 

  5. J. R. Knowles, R. O. C. Norman, and G. K. Radda, J. Chem. Soc. 1960:4885.

    Google Scholar 

  6. F. L. Riley and E. Rothstein, J. Chem. Soc. 1964:3860.

    Google Scholar 

  7. T. C. van Hock, P. E. Verkade, and B. M. Wepster, Recl. Trav. Chim. 77:559 (1958); A. van Loon, P. E. Verkade, and B. M. Wepster, Recl. Trav. Chim. 79:977 (1960).

    Google Scholar 

  8. G. A. Olah, S. J. Kuhn, S. H. Flood, and J. C. Evans, J. Am. Chem. Soc. 84:3687 (1962).

    CAS  Google Scholar 

  9. J. E. Dubois, J. J. Aaron, P. Alcais, J. P. Doucet, F. Rothenberg, and R. Uzan, J. Am. Chem. Soc. 94:6823 (1972).

    CAS  Google Scholar 

  10. R. M. Roberts and D. Shiengthong, J. Am. Chem. Soc. 86:2851 (1964).

    CAS  Google Scholar 

  11. R. L. Dannley, J. E. Gagen, and K. Zak, J. Org. Chem. 38:1 (1973); R. L. Dannley and W. R. Knipple, J. Org. Chem. 38:6 (1973).

    CAS  Google Scholar 

  12. C. D. Gutsche and K. H. No, J. Org. Chem. 47:2708 (1982).

    Article  CAS  Google Scholar 

  13. G. D. Figuly and J. C. Martin, J. Org. Chem. 45:3728 (1980).

    Article  CAS  Google Scholar 

  14. K. Key, C. Eaborn, and D. R. M. Walton, Organomet. Chem. Synth. 1:151 (1970–1971).

    Google Scholar 

  15. S. Winstein and R. Baird, J. Am. Chem. Soc. 79:756 (1957).

    CAS  Google Scholar 

  16. D. S. Noyce, P. A. Kittle, and E. H. Bannitt, J. Org. Chem. 33:1500 (1958).

    Google Scholar 

  17. M. Essiz, G. Guillaumet, J.-J. Brunet, and P. Caubere, J. Org. Chem. 45:240 (1980).

    Article  CAS  Google Scholar 

  18. W. Nagata, K. Okada, and T. Akoi, Synthesis 1979:365.

    Google Scholar 

  19. W. G. Miller and C. U. Pittman, Jr., J. Org. Chem. 39:1955 (1974).

    CAS  Google Scholar 

  20. T. A. Modro and K. Yates, J. Am. Chem. Soc. 98:4247 (1976).

    Article  CAS  Google Scholar 

  21. A. V. R. Rao, V. H. Deshpande, and N. L. Reddy, Tetrahedron Lett. 1982:4373.

    Google Scholar 

  22. L. M. Jackman and V. R. Haddon, J. Am. Chem. Soc. 96:5130 (1974); M. Gates, D. L. Frank, and W. C. von Felten, J. Am. Chem. Soc. 96:5138 (1974).

    Article  CAS  Google Scholar 

  23. C. K. Ingold, Structure and Mechanism in Organic Chemistry, 2nd ed., Cornell University Press, Ithaca, New York, 1969, pp. 340–344; C. G. Swain and D. R. Crist, J. Am. Chem. Soc. 94:3195 (1972).

    Google Scholar 

  24. M. L. Bird and C. K. Ingold, J. Chem. Soc. 1938:918; J. D. Roberts, J. K. Sanford, F. L. J. Sixma, H. Cerfontain, and R. Zagt, J. Am. Chem. Soc. 76:4525 (1954).

    Google Scholar 

  25. E. Baciocchi, F. Cacace, G. Ciranni, and G. Illuminati, J. Am. Chem. Soc. 94:7030 (1972).

    Article  CAS  Google Scholar 

  26. R. B. Moodie and K. Schofield, Acc Chem. Res. 9:287 (1976).

    Article  CAS  Google Scholar 

  27. P. C. Myhre, M. Beug, and L. L. James, J. Am. Chem. Soc. 90:2105 (1968).

    CAS  Google Scholar 

  28. L. R. C. Barclay, B. A. Ginn, and C. E. Milligan, Can. J. Chem. 42:579 (1964).

    CAS  Google Scholar 

  29. A. A. Khalaf and R. M. Roberts, J. Org. Chem. 34:3571 (1969); A. A. Khalaf, Rev. Clim. (Bucharest) 19:1373 (1974).

    Article  CAS  Google Scholar 

  30. G. P. Stahly, J. Org. Chem. 50:3091 (1985).

    Article  CAS  Google Scholar 

  31. A. I. Meyers and P. D. Pansegrau, Tetrahedron Lett. 24:4935 (1983).

    CAS  Google Scholar 

  32. M. Maksoza and J. Winiarski, J. Org. Chem. 49:1494 (1984).

    Google Scholar 

  33. I. J. Anthony and D. Wege, Aust. J. Chem. 37:1283 (1984).

    CAS  Google Scholar 

  34. Y. Konayashi, T. Nagai, I. Kumadaki, M. Takahashi, and T. Yamauchi, Chem. Pharm. Bull. 32:4382 (1984).

    Google Scholar 

  35. A. Wang, J. A. Maguire, and E. Bichl, J. Org. Chem. 63:2451 (1998).

    CAS  Google Scholar 

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© 2002 Kluwer Academic Publishers

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(2002). Aromatic Substitution. In: Advanced Organic Chemistry. Advanced Organic Chemistry. Springer, Boston, MA. https://doi.org/10.1007/0-306-46856-5_10

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  • DOI: https://doi.org/10.1007/0-306-46856-5_10

  • Publisher Name: Springer, Boston, MA

  • Print ISBN: 978-0-306-46242-9

  • Online ISBN: 978-0-306-46856-8

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