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Organic Letters· 2026Q1

Nonplanar S-Shaped Bisanthene: Synthesis, Structures, and Properties

Yangyang Zhao, Laiyun Zhou, Xinyu Zhang, Zenghui Li et al.

Short summary

A novel S-shaped bisanthene (hel-BA) with dual [4]helicene structures was synthesized via cationic radical-mediated C–H aromatic nucleophilic substitution, exhibiting 28% photoluminescence quantum yield in powder and reversible redox states with near-infrared absorption.

AI-generated from the title and abstract; the full text is not read.

Key points

  • A novel S-shaped bisanthene (hel-BA) with dual [4]helicene structures was synthesized.
  • Synthesis employed a cationic radical-mediated direct C–H aromatic nucleophilic substitution.
  • X-ray diffraction revealed tight columnar stacking.
  • The compound achieved a 28% photoluminescence quantum yield in the powder state.
  • Charged states exhibit near-infrared absorption and reversible redox behavior.

AI-generated from the title and abstract; the full text is not read.

Abstract

Abstract Spiro-fused polycyclic aromatic compounds have attracted increasing attention. In this work, we designed a nonplanar S-shaped compound hel-BA featuring dual [4]helicene. Its synthesis adopts an efficient cationic radical-mediated direct C–H aromatic nucleophilic substitution. X-ray diffraction reveals tight columnar stacking, with its photoluminescence quantum yield in the powder state being 28%. hel-BA displays reversible multiple redox, with the charged states showing near-infrared (NIR) absorption and promising NIR electrochromic materials. These results provide a new perspective on extended helicenes.

The authors' abstract, as published at the source. Organic Letters, 2026 · DOI ↗

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Field: Organic Chemistry

Organic ChemistryChemistry