Abstract
Macrocycles play a crucial role in supramolecular chemistry and the family of macrocyclic arenes represents one of the most important types of hosts. Among them, calixarenes, resorcinarenes and pillararenes are the most commonly encountered macrocyclic arenes, and they have received considerable attention. Boron-dipyrromethene (BODIPY) dyes are fascinating compounds with multiple functionalization sites and outstanding luminescence properties including high fluorescence quantum yields, large molar absorption coefficients and remarkable photo- and chemical stability. The combination of macrocyclic arenes and BODIPY dyes has been demonstrated to be an effective strategy to construct chemosensors for various guests and smart materials with tailored properties. Herein, we firstly summarize the recent advances made so far in macrocyclic arenes substituted with BODIPY. This review only focuses on the three macrocyclic arenes of calixarenes, resorcinarenes and pillararenes, as there are no other macrocyclic arenes substituted BODIPY units at the present time. Hopefully, this review will not only afford a guide and useful information for those who are interested in developing novel chemosensors and smart materials, but also inspire new opportunities in this field.
Highlights
In the course of the development of supramolecular chemistry, macrocycles play a crucial role as indicated by their innate characteristics of unique host–guest recognition properties [1]
Functional groups mounted on readily available macrocycles, on the other hand, may endow the resulting functionalized compounds with anticipated chemical or physical properties, which has been widely demonstrated by their application including but not limited in host–guest chemistry, chemosensors, self-assembly systems, areas related to biology, and supramolecular smart materials
Applications of BODIPY derivatives; and (c) chemical structure of the BODIPY-based macrocycles. In this mini-review, we summarized the progress made so far of macrocyclic arenes substituted. In this mini-review, we summarized the progress made so far of macrocyclic arenes substituted with BODIPY and their attractive application in the construction of chemosensors and smart materials with BODIPY and their attractive application in the construction of chemosensors and smart will be discussed in detail, according to the type of macrocyclic arene
Summary
In the course of the development of supramolecular chemistry, macrocycles play a crucial role as indicated by their innate characteristics of unique host–guest recognition properties [1]. Several excellent reviews involved BODIPY dyes have been presented mainly focusing on the applications in fluorescent probes for ion sensing [46], pH indicators [50], neutral species [51], bioimaging [52,53], construction of electrochemical materials [54] and light harvesting systems [55], and so on [56,57,58] (Figure 2b) Their sensing mechanisms mainly include photo-induced electron transfer (PET), intramolecular charge transfer (ICT), excited-state intermolecular proton transfer (ESIPT), and metal-to-ligand charge transfer (MLCT).
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