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

Xuelin Yao, Xiao Ye Wang, Christopher Simpson, Giuseppe M. Paternò, Michele Guizzardi, Manfred Wagner, Giulio Cerullo, Francesco Scotognella, Mark D. Watson, Akimitsu Narita, Klaus Müllen

Research output: Contribution to journalArticlepeer-review

8 Scopus citations

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.

Original languageEnglish
Pages (from-to)4230-4234
Number of pages5
JournalJournal of the American Chemical Society
Volume141
Issue number10
DOIs
StatePublished - Mar 13 2019

Bibliographical note

Publisher Copyright:
© Copyright 2019 American Chemical Society.

ASJC Scopus subject areas

  • Catalysis
  • Chemistry (all)
  • Biochemistry
  • Colloid and Surface Chemistry

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