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1,4-Carbonyl-carbonyl interactions

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Zusammenfassung

Es wird gezeigt, dass die IR-Spektren gewisser 1,4-Diketone und 1,4-Ketoester abnorm hohe Carbonylfrequenzen aufweisen, was auf das Vorhandensein eines intramolekularen Feldeffekts zwischen den beiden Carbonylgruppen in diesen Verbindungen hindeutet. Die ungewöhnlichen Stabilitätsverhältnisse an C-20 der 16,22-Dicarbonyl-Steroide sind vermutlich auf die gleiche 1,4-Carbonyl-Carbonyl-Einwirkung zurückzuführen.

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Authors and Affiliations

  1. Daniel Sieff Research Institute, Weizmann Institute of Science, Rehovoth, Israel

    Y. Mazur & F. Sondheimer

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  1. Y. Mazur
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  2. F. Sondheimer
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At present Fellow of the School for Advanced Studies, Massachusetts Institute of Technology, Cambridge, Mass., U.S.A.

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Mazur, Y., Sondheimer, F. 1,4-Carbonyl-carbonyl interactions. Experientia 16, 181–184 (1960). https://doi.org/10.1007/BF02178973

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