EDA Complex-mediated Photo-initiated Decarboxylative Radical Reactions Of Redox Active Ester

The photochemistry of electron donor-acceptor(EDA)complex is a mild way to generate radicals.As EDA complex-based photoreactions do not require adding photosensitizer,thus are less expensive than the classic photoredox reaction.It is one of the hot spots in the research of light-induced reactions in recent years.On the other hand,imine radical addition is an important method for the synthesis of amines.However,there is no related research based on EDA complex mediated.Although there have been many new and interesting results in the current research on EDA complexes,there are many more in-depth problems in this new radical initiation method that are worthy of our consideration and exploration.This thesis studies the method of generating radicals by irradiating iodidecontaining EDA complex with visible light,and attempt to apply it to a variety of radical reaction types.The main results are as following.(1)The NaI-TPP-NHPI ester EDA complex mediated the aldimine radical addition reaction is established.Various types of free radicals were generated after NHPI ester decarboxylation under visible light irradiation.Aldimine radical addition to synthesize amines.(2)New iodide-redox active ester(NHPI ester or oxime ester)EDA complexes are discovered.These complexes are identified,and applied in net reduction or net redox-neutral radical reaction systems,such as aldimine radical addition,biphenyl isocyanide radical addition tandem cyclization,and coumarin aromatic hydrogen functional grouping.Our research introduces the photochemical of EDA complex into the system of imine radical addition to synthesize amine for the first time.At the same time,new TBAI-NHPI ester EDA complexes are found,and the corresponding radical reactions are established.Our study provides new perspective for further research on the photochemistry of iodide-based EDA complex.