Asymmetric azide-alkyne Huisgen cycloaddition on chiral metal surfaces.

ABSTRACT: Achieving fundamental understanding of enantioselective heterogeneous synthesis is marred by the permanent presence of multitudinous arrangements of catalytically active sites in real catalysts. In this study, we address this issue by using structurally comparatively simple, well-defined, and chiral intermetallic PdGa{111} surfaces as catalytic substrates. We demonstrate the impact of chirality transfer and ensemble effect for the thermally activated azide-alkyne Huisgen cycloaddition between 3-(4-azidophenyl)propionic acid and 9-ethynylphenanthrene on these threefold symmetric intermetallic surfaces under ultrahigh vacuum conditions. Specifically, we encounter a dominating ensemble effect for this reaction as on the Pd₃-terminated PdGa{111} surfaces no stable heterocoupled stru

SUBMITTER: Stolz S 

PROVIDER: S-EPMC9814088 | biostudies-literature | 2021 Apr

REPOSITORIES: biostudies-literature