Synthesis of Functionalized BODIPYs, BODIPY‐Corrole, and BODIPY‐Porphyrin Arrays with 1,2,3‐Triazole Linkers Using the 4‐Azido(tetrafluorophenyl)‐BODIPY Building Block

The copper(I)‐catalyzed 1,3‐dipolar cycloaddition of 4‐azido(tetrafluorophenyl)boron‐dipyrrin (azido‐BODIPY) with diverse terminal alkynes, varying from simple alkyl‐substituted derivatives to alkynes with functional groups and carbohydrates, was successfully employed to obtain meso ‐functionalized BODIPY derivatives through the 1,2,3‐triazole linkage. The scope of this reaction was extended to the preparation of di‐ and trivalent BODIPY systems through the use of appropriate alkynyl linkers. Moreover, the synthesis of hydroxyl‐ and pentafluorothio‐(SF 5 )‐substituted, 1,2,3‐triazole‐linked array systems consisting of porphyrins and corroles as the central scaffold, in combination with a BODIPY, was investigated. These covalently connected tetrapyrrole‐BODIPY arrays exemplify a versatile approach to the construction of multichromophore systems: the combination of 1,3‐dipolar cycloaddition and nucleophilic substitution on pentafluorophenyl‐substituted porphyrinoids. The systems designed herein could serve in various light‐harvesting applications and electron‐transfer studies.