Pillar[5]arene-based Neutral Radicals with Doublet Red Emissions and Stable Chiroptical Properties
Jin-Fa Chen, Guoqing Tian, Kanglei Liu, Niu Zhang, Nan Wang, Xiaodong Yin, Pangkuan Chen
Abstract
Stable organic radicals with unique luminescence show great importance in photoelectromagnetic materials. We herein report two unusual radical-based systems (P5N-TTM and P5B-TTM) using the concerted effects of planar chiral pillar[5]arenes and tris(2,4,6-trichlorophenyl)methyl (TTM) radicals. The steric effect and electronic doublet-spin character of these radicals allowed the optical resolution and the first red emissions (∼650 nm) for pillar[5]arene derivatives. Notably, cross-coupling with macrocyclic pillar[5]arene, in turn, considerably enhanced the configurational stability of TTM radicals.
Topics & Concepts
RadicalChemistryPillarSteric effectsPhotochemistryStereochemistryOrganic chemistryStructural engineeringEngineeringSynthesis and Properties of Aromatic CompoundsMagnetism in coordination complexesLuminescence and Fluorescent Materials