Skip to main content
Log in

Ferrocene derivatives, Part 69 Preparative separation of isomeric trisubstituted ferrocenes

Präparative Isomerentrennung von trisubstituierten Ferrocenen. 69. Mitt. über Ferrocenderivate

  • Organische Chemie Und Biochemie
  • Published:
Monatshefte für Chemie / Chemical Monthly Aims and scope Submit manuscript

Summary

Mixtures of positional isomers of trisubstituted ferrocenes can conveniently be separated on a preparative scale by applying medium-pressure liquid chromatography to suitable intermediates. By this technique formyl, hydroxymethyl, and dimethylaminomethyl 1,2-dimethyl-and 1,2-tetramethylene ferrocene, resp., (2, 3, 4 and6, 7, 8, resp.) were prepared as pure isomers (on a gramscale) by appropriate interconversion and chromatographic separation steps.

Zusammenfassung

Mischungen von stellungsisomeren, trisubstituierten Ferrocenen können auch im präparativen Maßstab unter Anwendung der Mitteldruckchromatographie auf geeignete Zwischenprodukte glatt getrennt werden. Mit Hilfe dieser Technik wurden Formyl-, Hydroxymethyl- und Dimethylaminomethyl-1,2-dimethyl- bzw. 1,2-tetramethylen-ferrocen (2, 3, 4 bzw.6, 7, 8) durch Anwendung geeigneter Umwandlungs- und Chromatographie-Schritte im Grammaßstab isomerenrein erhalten.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. Part 68: Paulus H., Schlögl K., Weissensteiner W. (1983) Monatsh. Chem.114: 799

    Google Scholar 

  2. see e.g.: Schlögl K., Falk H. (1973) In: Methodicum Chimicum, Vol. 8, p. 433, G. Thieme, Stuttgart

    Google Scholar 

  3. see e.g.: a) Schlögl K., Peterlik M., (1962) Monatsh. Chem.93: 1328.

    Google Scholar 

  4. Falk H., Haller G., Schlögl K., (1967) Monatsh. Chem.98: 592

    Google Scholar 

  5. Schlögl K. (1967) Stereochemistry of Metallocenes. In: Topics in Stereochemistry, Vol. 1. Interscience, New York, p 34.

    Google Scholar 

  6. Schlögl K. (1986) J. Organometal. Chem.300: 219

    Google Scholar 

  7. Krajnik P., Schlögl K., Widhalm M., publication in preparation. See also: Schlögl K., Walser M. (1969) Monatsh. Chem.100: 1515

  8. Lednicer D., Hauser Ch. R. (1973) Organic Synthesis, Coll. Vol. V: p. 434.

    Google Scholar 

  9. Schlögl K., Mohar A., Peterlik M., (1961) Monatsh. Chem.92: 921.

    Google Scholar 

  10. Rinehart K. L. Jr., Curby R. J. Jr., Gustafson D. H., Harrison K. G., Bozak R. E., Bublitz D. E. (1962) J Am. Chem. Soc.84: 3263.

    Google Scholar 

  11. Slocum D. W., Jones W. E., Crimmins T. F., Hauser C. R. (1969) J. Org. Chem.34: 1973

    Google Scholar 

  12. cf. [6] and a) Lindsay J. K., Hauser Ch. R., (1957) J. Org. Chem.22: 355.

    Google Scholar 

  13. Cais M., Eisenstadt A. (1965) J. Org. Chem.30: 1148.

    Google Scholar 

  14. Maquarding D., Klusacek H., Gokel G., Hoffmann P., Ugi I., (1970) J. Am. Chem. Soc.92: 5389

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Krajnik, P., Schlögl, K. & Widhalm, M. Ferrocene derivatives, Part 69 Preparative separation of isomeric trisubstituted ferrocenes. Monatsh Chem 121, 413–419 (1990). https://doi.org/10.1007/BF00809458

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00809458

Keywords

Navigation