Comprehensive Summary
We develop an efficient visible‐light photoreodox‐catalyzed hydrodecarboxylation and deuterodecarboxylation of fatty acids for alkanes and deuterium alkanes. The key to the efficient transformation should attribute to the co‐catalysis of the suitable methoxy substituted acridine photocatalyst (Mes‐1,3,6,8‐tetramethoxy‐Acr‐3”,5”‐dimethoxy‐Ph) and the hydrogen atom transfer catalyst 4′,4′‐dimethyl diphenyldisulfane, possibly via facilitating of quenching the active alkyl radicals to overcome the competitive homocoupling products, olefins via the disproportionation, cracking products via the C—C bond β‐scission.
Formic acid (HCO2H) is widely used in various chemical processes, studied in fuel cells, and considered as a promising candidate for hydrogen storage. Currently, industrial production of HCO2H mainly depends...
Cleavage of aryl ether C−O bonds is significant for both biomass utilization and synthetic chemistry. However, a general method with high selectivity and atom economy, under mild reaction conditions, is unavailable. Herein, we describe photoredox and vanadate cocatalyzed hydrolysis of aryl ethers to cleave C−O bonds at ambient temperature via a cation radicalaccelerated nucleophilic aromatic substitution enabled by a "hydroxyl shuttle" pathway. Specifically, a vanadate derived from V 2 O 5 in situ hydrolysis serves as a nucleophile to an aryl ether radical cation due to noncovalent interactions. A favorable V•••O interaction in the corresponding Meisenheimer-like intermediate facilitates ether C−O bond cleavage. In situ hydrolysis of the resulting phenyl vanadate enables nucleophilic vanadate catalyst recycling. Cooperation of these processes complete the transfer of hydroxyl groups from water to arene radical cations. This method offers a preferred option for C−O bond cleavage and demonstrates potential application to lignin degradation.
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