Phenylphenothiazine-Based Porous Organic Polymers as Visible-Light Heterogeneous Photocatalysts for Switchable Bromoalkylation and Cyclopropanation of Unactivated Terminal Alkenes
Rui Wang, Cen Zhou, Xiaozhou Huang, Junyan Wu, Xiǎo Zhang
Abstract
We report the design and synthesis of porous organic polymers (POPs) based on N-phenylphenothiazine (PTH), which typically requires ultraviolet-light irradiation, as a class of purely organic, stable, and reusable visible-light heterogeneous photocatalysts. The extended π-conjugation and polymeric networks not only enhance visible-light absorption but also accelerate the reaction rates. More intriguingly, the switchable bromoalkylation and cyclopropanation of unactivated terminal alkenes could be achieved by simply tuning the solvents under PTH-POP catalysis. The flexible manipulation of the resultant products further demonstrates its synthetic utility.
Topics & Concepts
CyclopropanationVisible spectrumCatalysisPolymerPhotochemistryAbsorption (acoustics)Terminal (telecommunication)PorosityOrganic synthesisMaterials scienceChemistryChemical engineeringCombinatorial chemistryOrganic chemistryOptoelectronicsComposite materialTelecommunicationsComputer scienceEngineeringCovalent Organic Framework ApplicationsRadical Photochemical ReactionsLuminescence and Fluorescent Materials