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

doi:10.1021/jacs.9b00384

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

Chemistry

Research output: Contribution to journal › Article › peer-review

12 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 language	English
Pages (from-to)	4230-4234
Number of pages	5
Journal	Journal of the American Chemical Society
Volume	141
Issue number	10
DOIs	https://doi.org/10.1021/jacs.9b00384
State	Published - Mar 13 2019

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© Copyright 2019 American Chemical Society.

ASJC Scopus subject areas

Catalysis
General Chemistry
Biochemistry
Colloid and Surface Chemistry

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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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T1 - Regioselective Hydrogenation of a 60-Carbon Nanographene Molecule toward a Circumbiphenyl Core

AU - Yao, Xuelin

AU - Wang, Xiao Ye

AU - Simpson, Christopher

AU - Paternò, Giuseppe M.

AU - Guizzardi, Michele

AU - Wagner, Manfred

AU - Cerullo, Giulio

AU - Scotognella, Francesco

AU - Watson, Mark D.

AU - Narita, Akimitsu

AU - Müllen, Klaus

PY - 2019/3/13

Y1 - 2019/3/13

N2 - 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.

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

Abstract

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ASJC Scopus subject areas

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