4.7 Article

Borocyclic Radicals Prepared from Orthoquinone-Containing Polycyclic Aromatics by Photoirradiation

期刊

JOURNAL OF ORGANIC CHEMISTRY
卷 87, 期 5, 页码 3647-3651

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AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.1c02283

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资金

  1. JSPS [15K13647]
  2. TOBE MAKI Scholarship Foundation
  3. Grants-in-Aid for Scientific Research [15K13647] Funding Source: KAKEN

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Borocyclic radicals with highly conjugated aromatics were generated from orthoquinone-containing polycyclic aromatic compounds by trapping the photoinduced triplet state. The stable picene-based borocyclic radical exhibited a unique crystal structure and higher electrical conductivity.
Borocyclic radicals with highly conjugated aromatics were generated from orthoquinone-containing polycyclic aromatic compounds by trapping the photoinduced triplet state with simple boron halide under irradiation with light of appropriate wavelength. The picene-based borocyclic radical was remarkably stable when stored at 23 degrees C in a desiccator for over 1 year. The crystal structure of this stable radical had a stacking structure of a planar pi-conjugated system, and the electrical conductivity was higher than those of ordinary organic radical systems.

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