Synthesis of planar chiral ligands for asymmetric catalytic reactions

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Our group has demonstred that tricarbonylchromium(0) complexes of benzylic ethers can be asymmetrically functionalised to give complexes in high yield and enantiomeric excesses using  chiral amide base methodology.1

1. S. E. Gibson, E. G. Reddington, Chem. Commun., 2000, 989.

Based on this result the SEG group is currently investigating the generation of enantiomerically enriched polysubstitued aromatics. After successful synthesis of asymmetric alkylated ortho, meta and para dimethoxy methyl benzene tricarbonylchromium, we have recently formed a C3 symmetric chiral  trialkylated 1,3,5- trimethoxybenzene tricarbonylchromium(0) complex.

 

We plan to use this chemistry to develop new ligands for asymmetric synthesis and to progress our work in the area of crystal engineering,2 in collaboration with Dr. Jon Steed at the University of Durham.

2. S. E. Gibson, H. Ibrahim, J. W. Steed, J. Am. Chem. Soc., 2002, 124, 5109.