Plasmonic Silver-Nanoparticle-Catalysed Hydrogen Abstraction from the C(sp³ )-H Bond of the Benzylic C_α atom for Cleavage of Alkyl Aryl Ether Bonds.

ABSTRACT: Selective activation of the C(sp³ )-H bond is an important process in organic synthesis, where efficiently activating a specific C(sp³ )-H bond without causing side reactions remains one of chemistry's great challenges. Here we report that illuminated plasmonic silver metal nanoparticles (NPs) can abstract hydrogen from the C(sp³ )-H bond of the C_α atom of an alkyl aryl ether β-O-4 linkage. The intense electromagnetic near-field generated at the illuminated plasmonic NPs promotes chemisorption of the β-O-4 compound and the transfer of photo-generated hot electrons from the NPs to the adsorbed molecules leads to hydrogen abstraction and direct cleavage of the unreactive ether C_β -O bond under moderate reaction conditions (≈90 °C). The p

SUBMITTER: Han P 

PROVIDER: S-EPMC10108273 | biostudies-literature | 2023 Jan

REPOSITORIES: biostudies-literature