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A chiral multibrominated triangular macrocycle for modulating circularly polarized phosphorescence

delete2026-05-01
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PRE
AI
H
Huang, Yuluo
L
Li, Jianqiu
M
Mingze Meng
Z
Zhou, Tuo-Yu
X
Xue, Xiao-Nian
W
Wu, Huang
S
Shanshan Cheng
Y
Yu Wang *
DOI:10.1039/d6qo00378hdelete
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Abstract

Abstract

En 中文
Pure organic circularly polarized room-temperature phosphorescence (CP-RTP) materials hold greatpromise for applications in bioimaging and information encryption. However, achieving CP-RTP withtunable emission colors remains a formidable challenge. Herein, we present a novel approach for con-structing tunable CP-RTP materials utilizing a macrocyclic supramolecular strategy. We synthesized a pairof chiral triangular macrocyclic enantiomers, (6R/S)-PMDI,viathe condensation of (R,R)- or (S,S)-trans-1,2-diaminocyclohexane with 1,4-dibromo-2,3,5,6-tetracarboxybenzene. The chirality of the macrocycleoriginates from the rigid diamine unit. This triangular macrocycle exhibits weakfluorescence in solution,and its solid powders are non-luminescent. Remarkably, doping it into a poly(methyl methacrylate)(PMMA) polymer matrix successfully achieved CP-RTP. Furthermore, supramolecular assembly of the tri-angular macrocycle with the electron-rich guest 9-phenylcarbazole (9-Pcbz) endowed the resultingassemblies with red CP-RTP, which can be attributed to the significant intermolecular charge-transfer(CT) interactions. The supramolecular strategy presented in this work provides an effective platform forthe development of color-tunable CP-RTP materials.
Keywords:
ROOM-TEMPERATURE PHOSPHORESCENCE
MOLECULAR TRIANGLES
CHARGE-TRANSFER
CYCLODEXTRINS
RECOGNITION
IONS

Journal

Organic Chemistry Frontiers cover
Organic Chemistry Frontiers
IF:
4.7
Papers:
915
Citations:
2.0W

Organization

T
tianjin university
Scholars:
7.9W
Papers: 5.7W
Citations: 88