Publication | Closed Access
A Unified and Practical Method for Carbon–Heteroatom Cross‐Coupling using Nickel/Photo Dual Catalysis
71
Citations
31
References
2020
Year
Flow ApparatusEngineeringInorganic PhotochemistryExcited NickelOrganic ChemistryChemistryChemical EngineeringPhotoredox ProcessPhotocatalysisNickel/photo Dual CatalysisCarbon–heteroatom Cross‐couplingReaction IntermediateCarbon-heteroatom Cross-coupling ReactionsMaterials ScienceCross-coupling ReactionPhotochemistryMechanistic PhotochemistryCatalysisHeterogeneous CatalysisPractical Method
While carbon-heteroatom cross-coupling reactions have been extensively studied, many methods are specific and limited to a particular set of substrates or functional groups. Reported here is a general method that allows for C-O, C-N and C-S cross-coupling reactions under one general set of conditions. We propose that an energy transfer pathway, in which an iridium photosensitizer produces an excited nickel(II) complex, is responsible for the key reductive elimination step that couples aryl bromides, iodides, and chlorides to 1° and 2° alcohols, amines, thiols, carbamates, and sulfonamides, and is amenable to scale up via a flow apparatus.
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