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A π‐Extended Pentadecabenzo[9]Helicene

2023; Wiley; Volume: 62; Issue: 15 Linguagem: Inglês

10.1002/anie.202300840

1521-3773

Yun‐Jia Shen, Nai‐Te Yao, Li‐Na Diao, Yang Yang, Xu‐Lang Chen, Han‐Yuan Gong,

Porphyrin and Phthalocyanine Chemistry

A novel chiral nanographene (i.e. EP9H) with a pentadecabenzo[9]helicene core fragment has been synthesized and fully characterized. Single-crystal X-ray diffraction unambiguously confirms the helical structure. The fluorescence emission of EP9H is located in the near infrared region (λem =684 nm) with a medium quantum yield (0.10) for helicene derivatives. Cyclic voltammetry reveals its seven quasi-reversible redox states from -2 to +5. Furthermore, enantiopure EP9H displays distinct CD signals in a broad spectral range from 300 to 700 nm. Notably, compared to the reported small organic molecules, EP9H displays an outstanding |glum | value of 4.50×10-2 and BCPL as 304 M-1 cm-1 .