Synthesis and Properties of Carbohydrate‐Based BODIPY‐Functionalised Fluorescent Macrocycles

Abstract

Abstract Carbohydrate‐based 23‐ to 28‐membered BODIPY‐containing macrocycles have been efficiently synthesised from alkyne‐functionalised BODIPY acid, C ‐glucosyl azido amine, and amino acids by employing CuAAC for the macrocyclisation step. BF(OMe) and B(OMe) 2 derivatives have also been obtained by treating macrocycle 1 with BCl 3 in CH 2 Cl 2 followed by treatment with MeOH. These compounds exhibited similar excellent photophysical properties to those of BODIPY. Investigation of potential receptor properties of the 23‐ and 27‐membered macrocycles 1 and 2 showed that these compounds are sensitive to both anions (F – and CN – ) and cations (Cu 2+ and Fe 3+ ) in MeCN.