Citation: Bo Luo, Mingfang Ma, Aiyou Hao, Pengyao Xing. Arene-perfluoroarene force driven chiral transfer, chiral amplification and chiral inversion[J]. Chinese Chemical Letters, ;2026, 37(1): 111736. doi: 10.1016/j.cclet.2025.111736 shu

Arene-perfluoroarene force driven chiral transfer, chiral amplification and chiral inversion

Bo Luo ^a ,
Mingfang Ma ^{b, *,} ,
Aiyou Hao ^c ,
Pengyao Xing ^{c, *,}

a.
Henan Key Laboratory of Tea Plant Biology, College of Tea and Food Science, Xinyang Normal University, Xinyang 464000, China
b.
College of Basic Medicine & Laboratory of New Antitumor Drug Molecular Design and Synthesis of Jining Medical University & Jining Key Laboratory of Pharmacology, Jining Medical University, Jining 272067, China
c.
School of Chemistry and Chemical Engineering, Shandong University, Ji'nan 250100, China

mamingfang2012@163.com

xingpengyao@sdu.edu.cn

Received Date: 19 July 2024
Revised Date: 5 August 2025
Accepted Date: 17 August 2025
Available Online: 17 August 2025

Figures(7)

Co-assembling chiral molecules with achiral compounds via non-covalent interactions like arene-perfluoroarene (AP) interactions offers an effective approach for fabricating chiral functional materials. Herein, chiral molecules L/D-PF1 and L/D-PF2 with pyrene groups were synthesized and its chiroptical properties upon co-assembly with achiral compound octafluoronaphthalene (OFN) through AP interaction were systemically studied. The co-assembly of L/D-PF1/OFN and L/D-PF2/OFN exhibited distinct chiroptical properties such as circular dichroism (CD) and circularly polarized luminescence (CPL) signals. Chirality transfer from the chirality center of L/D-PF1 and L/D-PF2 to the achiral OFN and chiral amplification were successfully achieved. Besides, no significant CPL signal was observed in the self-assembly of L/D-PF1 or L/D-PF2 while co-assembly with OFN exhibited obvious CPL amplification induced by AP interaction. Notably, a reversal CD signal and CPL signal could be observed in L/D-PF2/OFN when the molar ratio changed from 1:1 to 1:2 while not found in L/D-PF1/OFN, indicating that that minor structural changes of molecules could cause large changes in assembly. In addition, a series of computational calculations were conducted to verify the AP interaction between L-PF1/L-PF2 and OFN. This work demonstrated that arene-perfluoroarene interaction could drive chiral transfer, chiral amplification and chiral inversion and provided a new method for the preparation of chiroptical materials.
- Arene-perfluoroarene interaction,
- Circularly polarized luminescence,
- Chirality transfer,
- Chiral amplification,
- Chiral inversion
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