ISSN:
1432-2234
Keywords:
Acrolein, ring closure of ∼
;
Oxetene, ring opening of ∼
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
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.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF00549566
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