Russian Journal of Organic Chemistry

, Volume 40, Issue 9, pp 1274–1278 | Cite as

Diels-Alder reaction of para-substituted allyl and 2-propynyl benzoates with hexabromo- and tetrabromo-5,5-dimethoxy- 1,3-cyclopentadienes

  • A. M. Magerramov
  • A. M. Mustafaev
  • G. Kh. Velieva
  • S. D. Murshudova
  • M. A. Allakhverdiev


para-Substituted 2-propynyl benzoates are more reactive than the corresponding allyl esters in the Diels-Alder reactions with hexabromo- and tetrabromo-5,5-dimethoxy-1,3-cyclopentadienes. The cycloaddition is favored by the presence of both electron-donor and electron-acceptor substituents in the aromatic ring, in keeping with the “ neutral” reaction scheme. The reactivity of the addends is likely to be determined not only by their donor-acceptor properties but also by the localization energy.


Ester Organic Chemistry Aromatic Ring Allyl Reaction Scheme 
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Copyright information

© MAIK “Nauka/Interperiodica” 2004

Authors and Affiliations

  • A. M. Magerramov
    • 1
  • A. M. Mustafaev
    • 2
  • G. Kh. Velieva
    • 1
  • S. D. Murshudova
    • 1
  • M. A. Allakhverdiev
    • 1
  1. 1.Baku State UniversityBakuAzerbaidjan
  2. 2.Institute of Polymeric MaterialsNational Academy of Sciences of AzerbaidjanSumgaitAzerbaidjan

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