Abstract
From kinetic studies and the investigation of several model compounds it has been deduced that the interconversion of (E)- and (Z)-arylmethylidenepyrrolinones proceeds via a thermal accessible dipolar (singlet) state thus being analogous to the many known thermal (Z)—(E)-isomerizations. There is a pronounced dependence of this reaction on the solvent and the substitution of the aryl part of the molecule; the equilibrium position between (Z)- and (E)-isomers is determined by the substituent in position “4” of the pyrrolinone ring.
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Falk, H., Grubmayr, K., Hofer, O. et al. Beiträge zur Chemie der Pyrrolpigmente, 13. Mitt. Die thermische Stabilität der geometrischen Isomeren von Arylmethylidenpyrrolinonen. Monatshefte für Chemie 107, 831–844 (1976). https://doi.org/10.1007/BF00906791
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DOI: https://doi.org/10.1007/BF00906791