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The ultraviolet light absorption spectra of steroid C-6 substituted-Δ4-3-ketones

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Zusammenfassung

Es werden die Hauptabsorptionsbanden (N → V Übergang) für eine Serie von Δ4-3-Steroid-ketonen mit C-6-Substituenten diskutiert. Dabei wird versucht, die Lage der Hauptbanden dieser Verbindungen zu erklären. Besonders wird der Einfluss des induktiven Effekts und der von benachbarten Gruppen auf den angeregten Zustand berücksichtigt.

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References

  1. For leading references to the preparation of compounds of this type cf.A. Bowers, E. Denot, M. B. Sanchez, L. M. Sanchez-Hidalgo, andH. J. Ringold, J. Amer. chem. Soc.81, 5233 (1959).

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  2. For an excellent compendium and review of the ultraviolet absorption spectra of steroids, covering the literature into 1952, secL. Dorfman, Chem. Rev.53, 47 (1953).

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  3. cf. The bathochromic effect of the primary hydroxyl group in substituted sorbyl and cinnamyl alcohols,E. H. Braude andE. S. Waight,Progress in Stereochemistry (Ed.W. Klyne, Butterworths Scientific Publications, London 1954), Vol. I, Chapter 4, p. 154.

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  4. S. Winstein, J. Amer. chem. Soc.64, 2791 (1942) and subsequent papers.

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This paper is considered to be Steroids CLXI in the series from these laboratories; part CLX,C. Casas Campillo andL. F. Bojalil, American Review of Respiratory Diseases, in press.

Acknowledgment. The authors wish to thank Dr.G. Stork for helpful discussions.

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Ringold, H.J., Bowers, A. The ultraviolet light absorption spectra of steroid C-6 substituted-Δ4-3-ketones. Experientia 17, 65–67 (1961). https://doi.org/10.1007/BF02171421

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