Uniform Half‐Substituted Chiral Arylcycloparaphenylene: Synthesis, Crystal Structure, and Chiroptical Properties

W Wen Zhang J Jinyi Wang (Department of Chemistry, and the Hong Kong Branch of Chinese National Engineering Research Center for Tissue Restoration and Reconstruction) X Xinyu Zhang B Bing Yuan (Songshan Lake Materials Laboratory) P Pengwei Fang (Key Laboratory of Precision and Intelligent Chemistry Department of Materials Science and Engineering University of Science and Technology of China Hefei Anhui Province P. R. China) N Nan Yin P Pingwu Du (State Key Laboratory of Precision and Intelligent Chemistry Collaborative Innovation Center of Chemistry for Energy Materials (<i>i</i>ChEM) School of Chemistry and Materials Science University of Science and Technology of China Hefei China)

Abstract

Abstract The strategic implementation of aryl‐functionalization in every phenyl group in organic architectures presents a transformative approach to constructing novel molecular nanocarbon materials. In this present work, we demonstrate the first synthesis of a uniform and chiral half‐aryl substituted cycloparaphenylene (CPP), [6]CPP‐12 t BuPh . Single‐crystal X‐ray diffraction analysis unambiguously confirms its hoop‐shaped structure and the existence of planar chirality arising from stereochemically distinct substituent orientations. The resolved pS and pR enantiomers display mirror‐imaged circular dichroism (CD) signals and a high luminescence dissymmetry factor (| g lum | = 2.6 × 10⁻ 2 ). Photophysical characterization reveals the emergence of aggregation‐induced emission (AIE) behavior, with pure [6]CPP‐12 t BuPh powder sample exhibiting intense orange fluorescence.

Article Details

Volume / Issue Vol. 64, Issue 31
Published July 28, 2025
ISSN 1433-7851
Publisher Wiley

Journal Info

Angewandte Chemie International Edition

Wiley

ISSN: 1433-7851 Physical Sciences

Authors (7)

W

Wen Zhang

J

Jinyi Wang

Department of Chemistry, and the Hong Kong Branch of Chinese National Engineering Research Center for Tissue Restoration and Reconstruction

X

Xinyu Zhang

B

Bing Yuan

Songshan Lake Materials Laboratory

P

Pengwei Fang

Key Laboratory of Precision and Intelligent Chemistry Department of Materials Science and Engineering University of Science and Technology of China Hefei Anhui Province P. R. China

N

Nan Yin

P

Pingwu Du

State Key Laboratory of Precision and Intelligent Chemistry Collaborative Innovation Center of Chemistry for Energy Materials (<i>i</i>ChEM) School of Chemistry and Materials Science University of Science and Technology of China Hefei China