| Popis: |
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-(SF5)-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. |
