Unveiling the Correlation between the Alkyl Chain Length of Amphiphiles in Chiral Supramolecular Nanocatalysts and Enantioselectivity.

The correlation between the molecular structure of chiral amphiphiles and the enantioselectivity exhibited by their corresponding chiral supramolecular assemblies is a critical factor in enabling asymmetric catalysis. Herein, the self-assembly of l/d-phenylglycine-based amphiphiles (l/d-PhgC, = 8, 12, 15, 16, 17, 18, and 20) with varying alkyl chain lengths into chiral supramolecular catalysts via Cu(II) coordination is reported, and their enantioselectivity in catalyzing the asymmetric Diels-Alder reaction is systematically investigated. Among the series, the l-PhgC-based supramolecular catalyst achieves exceptional enantioselectivity (96% ), whereas analogs with shorter ( < 16) or longer ( > 18) alkyl chains display diminished selectivity or even racemic outcomes.

Phenylglycine amphiphile-metal ion chiral supramolecular nanozymes for enantioselective catalysis.

L/D-Phenylglycine amphiphiles and metal ions with peroxidase-like activity self-assembled into chiral nanoribbons, which act as efficient chiral supramolecular nanozymes for catalyzing the 3,4-dihydroxy-L/D-phenylalanine (L/D-DOPA) oxidation reactions. The catalytic efficiency and enantioselectivity are dominated by the chirality transfer and the synergistic effect between the metal ions and chiral nanoribbons.

Self-Assembled Metal-Coordination Nanohelices as Efficient and Robust Chiral Supramolecular Catalysts for Enantioselective Reactions.

The development of chiral nanostructures-based supramolecular catalysts with satisfied enantioselectivity remains a significantly more challenging task. Herein, the synthesis and self-assembly of various amino acid amphiphiles as chiral supramolecular catalysts after metal ion coordination is reported and systematically investigate their enantioselectivity in asymmetric Diels-Alder reactions. In particular, the self-assembly of l/d-phenylglycine-based amphiphiles (l/d-PhgC) and Cu(II) into chiral supramolecular catalysts in the methanol/water solution mixture is described, which features the interesting M/P nanohelices (diameter ≈8 nm) and mostly well-aligned M/P nanoribbons (NRs).