Asymmetric Oligomerization of Propene and 1-Butene with a Zirconocene/Alumoxane Catalyst

Authors

  • Prof. Dr. Walter Kaminsky,

    Corresponding author
    1. Institut für Technische und Makromolekulare Chemie der Universität, Bundesstrasse 45, D-2000 Hamburg 13 (FRG)
    • Institut für Technische und Makromolekulare Chemie der Universität, Bundesstrasse 45, D-2000 Hamburg 13 (FRG)
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  • Dipl.-Chem. Aurelia Ahlers,

    1. Institut für Technische und Makromolekulare Chemie der Universität, Bundesstrasse 45, D-2000 Hamburg 13 (FRG)
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  • Dipl.-Chem. Nico Möller-Lindenhof

    1. Institut für Technische und Makromolekulare Chemie der Universität, Bundesstrasse 45, D-2000 Hamburg 13 (FRG)
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  • This work was supported by the Volkswagen-Stiftung. We thank Prof. Dr. H. H. Brintzinger (Konstanz)For help in the synthesis of the optically active zirconocenes.

  • Dedicated to Professor Hansjörg Sinn on the occasion of his 60th birthday

Abstract

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Approximately 80 % stereoselectivity in the creation of the second chiral center is observed during olefin oligomerization when chiral zirconocene complex (S)-1 together with methylalumoxane is used as catalyst. The oligomerization product mixture can be largely restricted to dimers through pentamers by appropriate choice of catalyst-to-monomer concentration. Relatively straight forward access is thereby provided to alkyl-substituted 1-alkenes such as 2 and 3, which could be of interest in the synthesis of pheromones and other modestly functionalized chiral compounds. [Zr(CH2-indenyl)2{O2C[BOND]CH(OAc)Ph}2]

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