Interfacial Tuning of Electrocatalytic Ag Surfaces for Fragment-Based Electrophile Coupling.

ABSTRACT: Construction of C‒C bonds in medicinal chemistry frequently draws on the reductive coupling of organic halides with ketones or aldehydes. Catalytic C(sp³)‒C(sp³) bond formation, however, is constrained by the competitive side reactivity of radical intermediates following sp³ organic halide activation. Here, an alternative paradigm deploys catalytic Ag surfaces for reductive fragment-based electrophile coupling compatible with sp³ organic halides. We use in-situ spectroscopy, electrochemical analyses, and simulation to uncover the catalytic interfacial structure and guide reaction development. Specifically, Mg(OAc)₂ outcompetes the interaction between Ag and the aldehyde, thereby tuning the Ag surface for selective product formation. Da

SUBMITTER: Chen QC 

PROVIDER: S-EPMC10906991 | biostudies-literature | 2024 Feb

REPOSITORIES: biostudies-literature