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Theoretical study of Diels-Alder reactions between cyclopentadiene and 2-aryl-4,6-dinitrobenzotriazole 1-oxides

  • Problems of Chemical Kinetics and Catalysis
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Abstract

This work deals with the theoretical study of Diels-Alder inverse and normal electron demand reactions. Based on various calculation methods such as SCF/6-31G and DFT/B3LYP with the standard basis set 6-31G, we discuss the possibility of reactions between cyclopentadiene with a series of 2-aryl-4,6-dinitrobenzotriazole 1-oxides from a thermodynamic perspective.

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References

  1. J. C. Halle, D. Vichard, M. J. Pouet, and F. Terrier, J. Org. Chem. 62, 7178 (1997).

    Article  CAS  Google Scholar 

  2. P. Sepulcri, J. C. Halle, R. Goumont, et al., J. Org. Chem. 64, 9254 (1999).

    Article  CAS  Google Scholar 

  3. P. Sepulcri, R. Goumont, J. C. Halle, et al., J. Chem. Soc., Perkin Trans. 2, p. 51 (2000).

    Google Scholar 

  4. D. Vichard, L. J. Aley, and F. Terrier, Tetrahedron Lett., 42, 7571 (2001).

    Article  CAS  Google Scholar 

  5. T. Boubaker, A.P Chatrouse, B. Tangour, and F. Terrier, J. Soc. Chem. Tun. 4, 1497 (2002).

    CAS  Google Scholar 

  6. S. Ayadi, T. Boubaker, K. Essalah, M. Abderrabba, J. Soc. Chem. Tun. 5, 325 (2003).

    Google Scholar 

  7. E. Buncel and J.M. Dust, Can. J. Chem. 66, 1712 (1988); 69, 978 (1992); 72, 218 (1994).

    Article  CAS  Google Scholar 

  8. E. Buncel, R. A. Renfrow, and M. J. Strauss, J. Org. Chem. 52, 488 (1987).

    Article  CAS  Google Scholar 

  9. M. J. Frisch, G. W. Trucks, H. B. Schlegel, et al., Gaussian 98, Revision A.11 (Gaussian Inc., Pittsburgh, PA, 2001).

    Google Scholar 

  10. C. Lee, W. Yang, and R. G. Parr, Phys. Rev. B: Condens. Matter, 37, 785 (1988).

    CAS  Google Scholar 

  11. A. D. Becke, Phys. Rev. A: At., Mol., Opt. Phys. 38, 3098 (1988).

    CAS  Google Scholar 

  12. E. Goldstein, Beno. Brett, and K. N. Houk, J. Am. Chem. Soc. 118, 6036 (1996).

    Article  CAS  Google Scholar 

  13. All structures are depicted with ORTEP program: L. J. Farrugia, J. Appl. Cryst. 30, 565 (1997).

    Google Scholar 

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Authors and Affiliations

  1. Unité de recherche Physico-Chimie Moléculaire IPEST, Boite postale 51, 2070, la Marsa, Tunisie

    S. Ayadi, K. Essalah & M. Abderrabba

Authors
  1. S. Ayadi
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  2. K. Essalah
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  3. M. Abderrabba
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Ayadi, S., Essalah, K. & Abderrabba, M. Theoretical study of Diels-Alder reactions between cyclopentadiene and 2-aryl-4,6-dinitrobenzotriazole 1-oxides. Russ. J. Phys. Chem. 80 (Suppl 1), S102–S106 (2006). https://doi.org/10.1134/S0036024406130176

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  • DOI: https://doi.org/10.1134/S0036024406130176

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