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Highly emissive phenylene-expanded [5]radialene.

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  • 1School of Science and School of Materials Science and Engineering, Harbin Institute of Technology, Shenzhen, Guangdong 518055, China. hezikai@hit.edu.cn lixingui@tongji.edu.cn.

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Researchers developed a novel pentagonal macrocycle (MC5-PER) using Suzuki-Miyaura coupling. This emissive material shows potential for sensitive explosives detection due to its unique structure and aggregation-induced emission properties.

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Area of Science:

  • Organic Chemistry
  • Materials Science
  • Supramolecular Chemistry

Background:

  • Macrocycles with radialene topology offer unique structural and electronic properties.
  • Aggregation-induced emission (AIE) is a phenomenon where molecules become more emissive when aggregated.
  • Developing sensitive sensors for explosives detection remains a critical challenge.

Purpose of the Study:

  • To synthesize a novel pentagonal macrocycle with radialene topology.
  • To investigate the photophysical properties and self-assembly behavior of the synthesized macrocycle.
  • To evaluate its potential as a fluorescence sensor for explosives detection.

Main Methods:

  • Facile one-pot Suzuki-Miyaura cross-coupling reaction for synthesis.
  • Single crystal X-ray diffraction for structural elucidation.
  • Spectroscopic techniques (UV-Vis, fluorescence) and solid-state emission studies.

Main Results:

  • Successfully synthesized a pentagonal macrocycle (MC5-PER) with radialene topology.
  • The structure exhibits minimal ring strain and optimal conjugation.
  • MC5-PER demonstrates strong solid-state emission due to embedded tetraphenylethene units and AIE.
  • Polymorphism-dependent emission was observed in self-assembled fibers.

Conclusions:

  • The synthesized MC5-PER is a highly emissive material with a unique pentagonal architecture.
  • Its flexible structure and fiber-like self-assembly enable sensitive fluorescence sensing of explosives.
  • MC5-PER represents a promising candidate for advanced sensing applications.