Comparison of Superparamagnetic Fe3O4‐Supported N‐Heterocyclic Carbene‐Based Catalysts for Enantioselective Allylation

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Once, twice, three times a catalyst: Iron oxide nanoparticles (NPs) were functionalized through a silane linker by a chiral imidazolium salt on the surface, a latent N-heterocyclic carbene precursor. This system was utilized in three ways in the enantioselective allylation of 4-nitrobenzaldehyde: as an organocatalyst (1); as a molecular metal complex catalyst (2), when together with [Pd(OAc)2]; and as a matrix for the formation of Pd NPs and, subsequently, as an active chiral NP catalyst (3). Enantiomeric excesses of up to 74 % were obtained.