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Theoretica chimica acta

, Volume 32, Issue 1, pp 81–86 | Cite as

Rotational barrier for 1-acetyl-2-(p-methoxy benzyl)-3-pyrroline

  • R. Cetina
  • M. Rubio
Relationes

Abstract

Calculation of the rotational barriers for the trans- and cis-forms of 2-(p-methoxy)-1-acetyl-pyrroline are presented in this paper. It is found that thetrans-isomer is slightly more favourable energetically, while the rotations of the cis-form are highly impeded. Hence the relevant rotations are in thetrans-form which stabilizes its energy by forming a weak inner proton bond between the carbonyl oxygen and the pyrroline ring. The acetyl rotational barrier is of the order of 8 kcal, which is well in accord with experimental data reported in the literature for other acetyl-amide derivatives.[/p]

Key words

Rotational barrier Substituted pyrrolines PCILO calculation 

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Copyright information

© Springer-Verlag 1973

Authors and Affiliations

  • R. Cetina
    • 1
  • M. Rubio
    • 2
  1. 1.Instituto de QuímicaMexico
  2. 2.Instituto de FísicaUniversidad Nacional Autonoma de MexicoMexico

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