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Stereochemie von Metallocenen, 40. Mitt.

Stereochemistry of metallocenes, 40; Ferrocenederivatives, 61: Preparation and chiroptical properties of optically active, α- and β-disubstituted ferrocenes of known chirality and enantiomeric purity for applying the theory of chirality functions

Darstellung und chiroptische Eigenschaften optisch aktiver, α- und β-disubstituierter Ferrocene bekannter Chiralität und enantiomerer Reinheit zur Anwendung der Theorie der Chiralitätsfunktionen

  • Organische Chemie und Biochemie
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Abstract

Starting from optically active methylferrocene-α- and-β-carboxylic acids (1 a and1 b) of known absolute configuration and enantiomeric purity about 15 chiral ferrocenes (of each isomeric series—α and β) were obtained by suitable ligand transformations. Thereby (almost) all possible chiral combinations of the ligands CH3, COOH (COO−), COOCH3, C≡N and NH2 (NH3 +) were accessible which are necessary for a potential test of approximations of chirality functions for compounds with basic symmetry C5v. The chiroptical properties of these disubstituted ferrocenes are recorded.

Preliminary tests using a shortened Ansatz revealed large discrepancies between calculated (χ) and found [M]D-values. Possible reasons for this failure are discussed.

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Author information

Author notes

  1. Vladimir Rapić

    Present address: Laboratorium für Organische Chemie und Technologie, Technologische Fakultät der Universität Zagreb, Währinger Straße 38, A-1090, Wien, (Jugoslawien)

Authors and Affiliations

  1. Organisch-Chemisches Institut, Universität Wien, Österreich

    Vladimir Rapić,  Karl Schlögl & Brigitte Steinitz

Authors
  1. Vladimir Rapić
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  2. Karl Schlögl
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  3. Brigitte Steinitz
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Additional information

61. Mitt. über Ferrocenderivate

39. Mitt.:A. Meyer, H. Neudeck undK. Schlögl, Chem. Ber.110, 1403 (1977).

60. Mitt.:V. Rapić, K. Schlögl undB. Steinitz, J. Organometal. Chem.94, 87 (1975).

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Rapić, V., Schlögl, K. & Steinitz, B. Stereochemie von Metallocenen, 40. Mitt.. Monatshefte für Chemie 108, 767–780 (1977). https://doi.org/10.1007/BF00898040

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