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Novel bis(1,3,2-diazaphospholidine) ligands for asymmetric catalysis

Organometallics, ISSN: 0276-7333, Vol: 32, Issue: 9, Page: 2497-2500
2013
  • 12
    Citations
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  • 20
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Metrics Details

  • Citations
    12
    • Citation Indexes
      12
  • Captures
    20

Article Description

A family of modularly designed chiral bis(1,3,2-diazaphospholidines) with N-aryl substituents (NP-PN) is reported. These compounds have been prepared in two steps from readily available (R,R)-1,2-diaminocyclohexane and tetrachlorodiphosphines. Examples in the set differ in the backbone and the aryl substituents, aiming at their application in asymmetric catalysis. Thus, [Rh(NBD)(NP-PN)]BF complexes lead to active catalysts in the hydrogenation of methyl α-acetamidoacrylate, which provide enantioselectivities up to 96% ee. In addition, NP-PN ligands also generate active catalysts in the hydroformylation of vinyl acetate, leading to high regioselectivities (iso:n ratio higher than 99:1) and enantioselectivities up to 65% ee. © 2013 American Chemical Society.

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