4.5 Article

A Ferrocene-Based Phosphane/Borane Frustrated Lewis Pair for Asymmetric Imine Reduction

Journal

EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
Volume -, Issue 2, Pages 368-371

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejic.201600834

Keywords

Boron; Phosphorus; Metallocenes; Frustrated Lewis pairs; Asymmetric catalysis; Hydrogenation

Funding

  1. European Research Council

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The alpha-phosphanylferrocenecarbaldehyde (pS)-1 was converted into the beta-styryl derivative (pS)-4 by Wittig-Horner olefination. Subsequent hydroboration with Piers' borane [HB(C6F5)(2)] followed by H-2 splitting and crystallization gave the phosphonium/hydridoborate product (pS,R)-5, which was used as a frustrated Lewis pair catalyst for the asymmetric hydrogenation of a series of imines (up to 69% ee).

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