Fluoride-mediated alkoxylation and alkylthio-functionalization of halogenated perylenediimides

Abstract

The presence of fluoride ions in the reaction of chloro- or bromo-PDIs with alcohols and thiols leads to a spectacular increase in the yields of substituted compounds. The reaction of ortho - and bay-substituted chloro- or bromoperylenediimides with alcohols and thiols in the presence of fluoride ions affords the corresponding alkoxy- or alkylthioPDIs in good to excellent yields under mild conditions.