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Ab initio Calculations on the thermal ring closure of acrolein

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Abstract

The electrocyclic reaction which interconverts acrolein and oxetene is investigated by ab initio calculations, using a 4-31G basis set. Like the transition state of the thermal ring closure of cisbutadiene, the transition state of this reaction shows a torsion of about 18 ° around the central bond, in spite of the absence of H-H repulsion. The resulting oxetene is 43 kcal/mol endothermic with regard to acrolein. The calculated activation energies for ring closure and -opening are 3.4 and 1.0 eV. The conformational result of the ring opening reaction is discussed.

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Authors and Affiliations

  1. Department of Theoretical Organic Chemistry, University of Leiden, Leiden, The Netherlands

    Kees van der Meer & Jan J. C. Mulder

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  1. Kees van der Meer
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  2. Jan J. C. Mulder
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van der Meer, K., Mulder, J.J.C. Ab initio Calculations on the thermal ring closure of acrolein. Theoret. Chim. Acta 37, 159–169 (1975). https://doi.org/10.1007/BF00549566

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  • DOI: https://doi.org/10.1007/BF00549566

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