Tytuł artykułu
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Abstrakty
The principles of formation of mono- and disulfonation products of selected derivatives of naphthalene in protic solvents were studied. The position of electrophilic substitution was compared with: localization energies (L+) of the parent compounds; steric effect of methoxy groups; partial charges on carbon atoms in aromatic ring; dipole moment (_) and the binding energies of the products (D). These results suggest that only steric hindrance and the binding energy of the sulfonation products of naphthalene derivatives in protic solvents may be a good prognostic index for isomer distribution substitution products.
Słowa kluczowe
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Czasopismo
Rocznik
Tom
Strony
975--981
Opis fizyczny
Bibliogr. 23 poz., rys.
Twórcy
autor
- Department of Analytical Chemistry, Medical University of Łódź, Muszyńskiego 1, 90-151 Łódź, Poland
autor
- Department of Analytical Chemistry, Medical University of Łódź, Muszyńskiego 1, 90-151 Łódź, Poland
Bibliografia
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- 4. Cerfontain H. and Koeberg-Telder A., Rec. Trav. Chim. Pays-Bas,, 107, 543 (1988).
- 5. Kresge A., Chang Y. and Hakka L„ J. Am. Chem. Soc., 93, 6167 (1971).
- 6. Paul M. and Long F„ Chem. Rev., 57,1 (1957).
- 7. Ansink H., Graaf E., Zelvelder E. and Cerfontain H., Rec. Trav. Chim. Pays-Bas., Ill, 499 (1992).
- 8. Font J.,Messeguer A.,SerratosaF., Sala P. and VillarosaL., Ann. Quim., 72,247 (1976); C.A. 86; 55193w (1977).
- 9. Nishino H., Tsunoda K. and Kurosawa K., Bull Chem. Soc. Jpn., 62, 545 (1989).
- 10. Perlin M., Chiarelotto G. and Malesani G., Heterocycl. Chem., 26, 245 (1989).
- 11. Cerfontain H., J. Org. Chem., 47, 4680 (1982).
- 12. Seita J., Sandstrom J. and Drakenberg T., Org. Magn. Res., 11, 239 (1978).
- 13. Herndon W., J. Am. Chem. Soc., 96, 7605 (1974).
- 14. Cisak A. and Kusztal D., Polish J. Chem., 71, 40 (1997).
- 15. Cisak A., Kuszial D. and Brzezińska E., Acta. Polon. Pharm., 57, 299 (2000).
- 16. Cisak A., Kusztal D. and Brzezińska E., J. Chem. Soc., Perkin Trans., 2, 538 (2001).
- 17. Kruber O. and Schade W., Chem. Ber., 69, 1722 (1936).
- 18. Haworth R. and Bloom F., J. Chem. Soc., 2248 (1932).
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- 21. Dewar M., Zoebisch E,, Healy E. and Stewart J., J. Am. Chem. Soc., 107, 3902 (1985).
- 22. Leach A., „Molecular Modelling. Principles and Applications" Addison Wesley Longman Ltd., 90-104 (1998).
- 23. Coulsen E., J. Chem. Soc., 1305 (1938).
Typ dokumentu
Bibliografia
Identyfikator YADDA
bwmeta1.element.baztech-article-BUJ1-0023-0011