Anovel EDA complex comprised of a bis(chlorodifluoroacetoxy)iodoarene and 1,3,5-trimethoxybenzene is described, which enables the direct radical C(sp 2 )À H chlorodifluoromethylation of arenes and heteroarenes under monochromatic visible-light irradiation. The procedure is mild, operationally simple, and utilizes commercially available reagents. The developed conditions demonstrate compatibility with a host of commonly encountered functionalities and biologically relevant scaffolds, whilst showcasing the postfunctionalization capabilities of the À CF 2 Cl moiety. Various mechanistic studies were performed to explore the EDA complex and radical generation pathway.