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Asymmetric Organocatalysis pp 86–117Cite as

Lewis Acid Organocatalysts

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Part of the book series: Topics in Current Chemistry ((TOPCURRCHEM,volume 291))

Abstract

The term Lewis acid catalysts generally refers to metal salts like aluminium chloride, titanium chloride and zinc chloride. Their application in asymmetric catalysis can be achieved by the addition of enantiopure ligands to these salts. However, not only metal centers can function as Lewis acids. Compounds containing carbenium, silyl or phosphonium cations display Lewis acid catalytic activity. In addition, hypervalent compounds based on phosphorus and silicon, inherit Lewis acidity. Furthermore, ionic liquids, organic salts with a melting point below 100 °C, have revealed the ability to catalyze a range of reactions either in substoichiometric amount or, if used as the reaction medium, in stoichiometric or even larger quantities. The ionic liquids can often be efficiently recovered. The catalytic activity of the ionic liquid is explained by the Lewis acidic nature of their cations. This review covers the survey of known classes of metal-free Lewis acids and their application in catalysis.

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Authors and Affiliations

  1. Clausthal University of Technology, Leibnizstr. 6, 38678, Clausthal-Zellerfeld, Germany

    Oksana Sereda, Sobia Tabassum & René Wilhelm

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  1. Oksana Sereda
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  2. Sobia Tabassum
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  3. René Wilhelm
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Correspondence to René Wilhelm .

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  1. MPI für Kohleforschung, Kaiser-Wilhelm-Platz 1, Mülheim, 45470, Germany

    Benjamin List

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Sereda, O., Tabassum, S., Wilhelm, R. (2010). Lewis Acid Organocatalysts. In: List, B. (eds) Asymmetric Organocatalysis. Topics in Current Chemistry, vol 291. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-02815-1_17

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