Regioselective Hydrogenation of a 60-Carbon Nanographene Molecule toward a Circumbiphenyl Core

Journal of the American Chemical Society
Xuelin YaoKlaus Müllen

Abstract

Regioselective peripheral hydrogenation of a nanographene molecule with 60 contiguous sp2 carbons provides unprecedented access to peralkylated circumbiphenyl (1). Conversion to the circumbiphenyl core structure was unambiguously validated by MALDI-TOF mass spectrometry, NMR, FT-IR, and Raman spectroscopy. UV-vis absorption spectra and DFT calculations demonstrated the significant change of the optoelectronic properties upon peripheral hydrogenation. Stimulated emission from 1, observed via ultrafast transient absorption measurements, indicates potential as an optical gain material.

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Citations

Jul 16, 2020·Journal of the American Chemical Society·Marcel DillenburgerKlaus Müllen
Jul 18, 2020·Journal of the American Chemical Society·Naoki OgawaKiyosei Takasu
Oct 5, 2021·Materials Horizons·Giuseppe M PaternòGuglielmo Lanzani

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Methods Mentioned

BETA
NMR

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