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Beiträge zur Chemie der Pyrrolpigmente, 14. Mitt. Interkonversionsprozesse bei Arylmethylidenpyrrolinonen; ein Spezialfall atropisomerer, sterisch gehinderter Styrole

On the chemistry of pyrrole pigments, XIV.: Interconversion processes of arylmethylidenepyrrolinones—a special case of atropisomerism in sterically hindered styrenes

  • Organische Chemie und Biochemie
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Abstract

Starting from a chiral substituted benzaldehyde diastereomeric arylmethylidenepyrrolinones were accessible. The geometrical structures of the corresponding isomers were investigated by lanthanide ion induced shift technique and UV spectroscopy. By equilibration studies, D-NMR measurements and kinetic data a complete picture of the various ground state enthalpy differences as well as the activation energies of the transition paths was gained.

The results are in accord with the barriers determined for two simple model derivatives belonging to the class of atropisomeric sterically hindered styrenes.

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Authors and Affiliations

  1. Organisch-chemisches Institut, Universität Wien, Währinger Straße 38, A-1090, Wien, Österreich

    Heinz Falk, Otmar Hofer & Alfred Leodolter

Authors
  1. Heinz Falk
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  2. Otmar Hofer
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  3. Alfred Leodolter
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Herrn Prof. Dr.H. Nowotny mit den besten Wünschen zum 65. Geburtstag gewidmet.

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13. Mitt.:H. Falk, K. Grubmayr, O. Hofer, F. Neufingerl undJ. M. Ribó, Mh. Chem.107, 831 (1976).

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Falk, H., Hofer, O. & Leodolter, A. Beiträge zur Chemie der Pyrrolpigmente, 14. Mitt. Interkonversionsprozesse bei Arylmethylidenpyrrolinonen; ein Spezialfall atropisomerer, sterisch gehinderter Styrole. Monatshefte für Chemie 107, 907–919 (1976). https://doi.org/10.1007/BF00904477

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  • DOI: https://doi.org/10.1007/BF00904477

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