4.8 Article

Bis-periazulene (Cyclohepta[def]fluorene) as a Nonalternant Isomer of Pyrene: Synthesis and Characterization of Its Triaryl Derivatives

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JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 144, 期 8, 页码 3370-3375

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AMER CHEMICAL SOC
DOI: 10.1021/jacs.2c00476

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资金

  1. JSPS KAKENHI [20K05464, JP21K04995, JP18H01943, JP21H01887, JP20K21173]
  2. MEXT [21H05212, JP21H05489]
  3. JST CREST, Japan [JPMJCR20R3]
  4. JSPS Fellowship for Young Scientists [20J10273]
  5. ICS-OTRI (Osaka Univ.)
  6. Grants-in-Aid for Scientific Research [21H05212, 20J10273, 20K05464] Funding Source: KAKEN

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Bis-periazulene and its derivatives exhibit unique electronic structures and energy states, providing potential applications in extended π-conjugated systems.
Bis-periazulene (cyclohepta[def]fluorene), which is an unknown pyrene isomer, was synthesized as kinetically protected forms. Its triaryl derivatives 1c-e exhibited the superimposed electronic structures of peripheral, polarized, and open-shell pi-conjugated systems. In contrast to previous theoretical predictions, bis-periazulene derivatives were in the singlet ground state. Changing an aryl group controlled the energy gap between the lowest singlet-triplet states.

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