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BY-NC-ND 3.0 license Open Access Published by De Gruyter June 2, 2014

IR- und NMR-spektroskopische Untersuchungen an Rubazonsäuren.

IR and NMR Spectroscopic Studies on Rubazonic Acids. An Unusual Eight-Membered Ring Proton Chelate with Double Minimum Potential

  • Silke Bratan-Mayer , Frank Strohbusch and Wolfram Hänsel

The IR and NMR spectra of rubazonic acids 1 and 2 show that these compounds form only OH tautomers in nonpolar solvents and in the crystalline state. They are stabilized by a strong intramolecular hydrogen bond in an eight-membered ring. The IR and NMR spectra show that they exhibit a symmetrical structure. The hydrogen bond has a double minimum potential. Alteration of the symmetry of substitution in 1- and 1′-positions markedly influences the signal of the OH proton. This symmetry effect is discussed.

Received: 1976-3-5
Revised: 1976-5-13
Published Online: 2014-6-2
Published in Print: 1976-8-1

© 1946 – 2014: Verlag der Zeitschrift für Naturforschung

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License.

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