Scale-Up of Continuous Metallaphotoredox Catalyzed C-O Coupling to a 10 kg-Scale Using Small Footprint Photochemical Taylor Vortex Flow Reactors.

ABSTRACT: We report the development and optimization of a scalable flow process for metallaphotoredox (Ir/Ni) C-O coupling, a mild and efficient approach for forming alkyl-aryl ethers, a common motif in medicinal and process chemistry settings. Time-resolved infrared spectroscopy (TRIR) highlighted the amine as the major quencher of the photocatalyst triplet excited state, along with the formation of an Ir(II) species that, in the presence of the Ni cocatalyst, has its lifetime shortened, suggesting reductive quenching of Ir(III)*, followed by reoxidation facilitated by the Ni cocatalyst. TRIR and batch reaction screening was used to develop conditions transferrable to flow, and many processing benefits of performing the reaction in flow were then demonstrated using a simple to construct/operate, sm

SUBMITTER: Teixeira RI 

PROVIDER: S-EPMC11744928 | biostudies-literature | 2025 Jan

REPOSITORIES: biostudies-literature