Intramolecular Anion Effect in Polyoxometalate-based Organocatalysts: Reactivity Enhancement and Chirality Transfer by a Metal Oxide-organic Cation Interaction

An α1 -Dawson polyanion bearing a lateral side chain with a 4-aminopyridine end group was synthesized. This organopolyoxometalate catalyzes the addition of indenyl allyl silanes to cinnamoyl fluorides. The polyanionic framework influences the organocatalyst activity and selectivity. A moderate but nonzero chirality transfer from the chiral inorganic framework to the organic substrate was observed.