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

[Image: see text] Regioselective peripheral hydrogenation of a nanographene molecule with 60 contiguous sp(2) carbons provides unprecedented access to peralkylated circumbiphenyl (1). Conversion to the circumbiphenyl core structure was unambiguously validated by MALDI-TOF mass spectrometry, NMR, FT-...

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Autores principales: Yao, Xuelin, Wang, Xiao-Ye, Simpson, Christopher, Paternò, Giuseppe M., Guizzardi, Michele, Wagner, Manfred, Cerullo, Giulio, Scotognella, Francesco, Watson, Mark D., Narita, Akimitsu, Müllen, Klaus
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2019
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6728095/
https://www.ncbi.nlm.nih.gov/pubmed/30794391
http://dx.doi.org/10.1021/jacs.9b00384
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author Yao, Xuelin
Wang, Xiao-Ye
Simpson, Christopher
Paternò, Giuseppe M.
Guizzardi, Michele
Wagner, Manfred
Cerullo, Giulio
Scotognella, Francesco
Watson, Mark D.
Narita, Akimitsu
Müllen, Klaus
author_facet Yao, Xuelin
Wang, Xiao-Ye
Simpson, Christopher
Paternò, Giuseppe M.
Guizzardi, Michele
Wagner, Manfred
Cerullo, Giulio
Scotognella, Francesco
Watson, Mark D.
Narita, Akimitsu
Müllen, Klaus
author_sort Yao, Xuelin
collection PubMed
description [Image: see text] Regioselective peripheral hydrogenation of a nanographene molecule with 60 contiguous sp(2) 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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spelling pubmed-67280952019-09-06 Regioselective Hydrogenation of a 60-Carbon Nanographene Molecule toward a Circumbiphenyl Core Yao, Xuelin Wang, Xiao-Ye Simpson, Christopher Paternò, Giuseppe M. Guizzardi, Michele Wagner, Manfred Cerullo, Giulio Scotognella, Francesco Watson, Mark D. Narita, Akimitsu Müllen, Klaus J Am Chem Soc [Image: see text] Regioselective peripheral hydrogenation of a nanographene molecule with 60 contiguous sp(2) 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. American Chemical Society 2019-02-22 2019-03-13 /pmc/articles/PMC6728095/ /pubmed/30794391 http://dx.doi.org/10.1021/jacs.9b00384 Text en Copyright © 2019 American Chemical Society This is an open access article published under a Creative Commons Attribution (CC-BY) License (http://pubs.acs.org/page/policy/authorchoice_ccby_termsofuse.html) , which permits unrestricted use, distribution and reproduction in any medium, provided the author and source are cited.
spellingShingle Yao, Xuelin
Wang, Xiao-Ye
Simpson, Christopher
Paternò, Giuseppe M.
Guizzardi, Michele
Wagner, Manfred
Cerullo, Giulio
Scotognella, Francesco
Watson, Mark D.
Narita, Akimitsu
Müllen, Klaus
Regioselective Hydrogenation of a 60-Carbon Nanographene Molecule toward a Circumbiphenyl Core
title Regioselective Hydrogenation of a 60-Carbon Nanographene Molecule toward a Circumbiphenyl Core
title_full Regioselective Hydrogenation of a 60-Carbon Nanographene Molecule toward a Circumbiphenyl Core
title_fullStr Regioselective Hydrogenation of a 60-Carbon Nanographene Molecule toward a Circumbiphenyl Core
title_full_unstemmed Regioselective Hydrogenation of a 60-Carbon Nanographene Molecule toward a Circumbiphenyl Core
title_short Regioselective Hydrogenation of a 60-Carbon Nanographene Molecule toward a Circumbiphenyl Core
title_sort regioselective hydrogenation of a 60-carbon nanographene molecule toward a circumbiphenyl core
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6728095/
https://www.ncbi.nlm.nih.gov/pubmed/30794391
http://dx.doi.org/10.1021/jacs.9b00384
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