Advances in circularly polarized luminescence materials based on chiral macrocycles

Abstract

This review comprehensively summarizes circularly polarized luminescence materials from chiral macrocycles, especially chiral macrocyclic hosts and their derivatives.

A Chirally Locked Bis-perylene Diimide Macrocycle: Consequences for Chiral Self-Assembly and Circularly Polarized Luminescence

“…Therefore, the configurational stability of 1 enables us to determine the stereochemical outcome of this bis-PDI macrocyclization and indicates the potential for PDI−PDI homochiral templation during the ring−closing reaction (vide infra). Macrocycle 1 was fully characterized by 1 H and 13 C NMR spectroscopy, as well as high resolution mass spectrometry and single crystal X-ray crystallography (Sections S1 and S3).…”

“…The importance of macrocycles can be traced back to the origins of supramolecular chemistry . Since then, chiral macrocycles such as cyclodextrins, cyclopeptides, and pillararenes have provided added value due to their chiral recognition and chiral self-assembly properties. , Now, macrocycles containing chiral organic dyes are driving the development of chiroptical materials, − including those that exhibit circularly polarized luminescence (CPL), , which have burgeoning applications in sensing, − security, , and optical communications. ,− The macrocycle’s preorganized chiral framework is conducive to a strong and persistent CPL signal, which, in tandem with its supramolecular properties, promises efficacious CPL materials through molecular self-assembly.…”

Recent advances in circularly polarized luminescence of planar chiral organic compounds

“…3 d Among them, planar chiral small organic molecules are usually macrocyclic compounds with rigid molecular structures. 15 Although these small organic molecules do not have any asymmetric carbon centers, the substituents on the macrocyclic skeletons eliminate molecular symmetry (symmetry plane and symmetry center), which causes them to exhibit planar chirality. Owing to their inherent chiral structures and macrocyclic cavities, planar chiral organic molecules have important application value in many fields ( e.g.…”

“…Owing to their inherent chiral structures and macrocyclic cavities, planar chiral organic molecules have important application value in many fields ( e.g. , chiral optical materials, 15 asymmetric catalysis 14 and chiral host–guest recognition 16 ). In addition, planar chirality offers a valuable direction for the design of small organic molecules with CPL properties.…”

Recent Progress in Circularly Polarized Luminescent Materials Based on Cyclodextrins

“…2 of 16 glycosidic bonds, called α-, β-, and γ-CD, respectively, which feature a hydrophobic inner cavity and hydrophilic outer surface and have the ability to form inclusion complexes with numerous organic and inorganic compounds, thereby bringing about diverse assemblies with specific properties and functions [16]. With the extensive applications in the fields of chemistry and biology, CDs hold significant potential for a wide range of industrial applications [17][18][19].…”