Isolation and structure determination of missing fullerenes Gd@C(74)(CF(3))(n) through in situ trifluoromethylation

Our trifluoromethyl functionalization method enables the dissolution and isolation of missing metallofullerenes of Gd@C(74)(CF(3))(n). After multi-stage high-performance liquid chromatography purification, Gd@C(74)(CF(3))(3) and two regioisomers of Gd@C(74)(CF(3)) are isolated. X-ray crystallographi...

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Autores principales: Nakagawa, Ayano, Aoyagi, Shinobu, Omachi, Haruka, Ishino, Katsuma, Nishino, Makiko, Rio, Jeremy, Ewels, Chris, Shinohara, Hisanori
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society 2018
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6170568/
https://www.ncbi.nlm.nih.gov/pubmed/30839731
http://dx.doi.org/10.1098/rsos.181015
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author Nakagawa, Ayano
Aoyagi, Shinobu
Omachi, Haruka
Ishino, Katsuma
Nishino, Makiko
Rio, Jeremy
Ewels, Chris
Shinohara, Hisanori
author_facet Nakagawa, Ayano
Aoyagi, Shinobu
Omachi, Haruka
Ishino, Katsuma
Nishino, Makiko
Rio, Jeremy
Ewels, Chris
Shinohara, Hisanori
author_sort Nakagawa, Ayano
collection PubMed
description Our trifluoromethyl functionalization method enables the dissolution and isolation of missing metallofullerenes of Gd@C(74)(CF(3))(n). After multi-stage high-performance liquid chromatography purification, Gd@C(74)(CF(3))(3) and two regioisomers of Gd@C(74)(CF(3)) are isolated. X-ray crystallographic analysis reveals that all of the isolated metallofullerenes react with CF(3) groups on pentagons of the D(3 h)-symmetry C(74) cages. Highest occupied molecular orbital-lowest unoccupied molecular orbital gaps of these trifluoromethylated derivatives, estimated by absorption spectra, are in the range 0.71–1.06 eV, consistent with density functional calculations.
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spelling pubmed-61705682018-10-18 Isolation and structure determination of missing fullerenes Gd@C(74)(CF(3))(n) through in situ trifluoromethylation Nakagawa, Ayano Aoyagi, Shinobu Omachi, Haruka Ishino, Katsuma Nishino, Makiko Rio, Jeremy Ewels, Chris Shinohara, Hisanori R Soc Open Sci Chemistry Our trifluoromethyl functionalization method enables the dissolution and isolation of missing metallofullerenes of Gd@C(74)(CF(3))(n). After multi-stage high-performance liquid chromatography purification, Gd@C(74)(CF(3))(3) and two regioisomers of Gd@C(74)(CF(3)) are isolated. X-ray crystallographic analysis reveals that all of the isolated metallofullerenes react with CF(3) groups on pentagons of the D(3 h)-symmetry C(74) cages. Highest occupied molecular orbital-lowest unoccupied molecular orbital gaps of these trifluoromethylated derivatives, estimated by absorption spectra, are in the range 0.71–1.06 eV, consistent with density functional calculations. The Royal Society 2018-09-19 /pmc/articles/PMC6170568/ /pubmed/30839731 http://dx.doi.org/10.1098/rsos.181015 Text en © 2018 The Authors. http://creativecommons.org/licenses/by/4.0/ Published by the Royal Society under the terms of the Creative Commons Attribution License http://creativecommons.org/licenses/by/4.0/, which permits unrestricted use, provided the original author and source are credited.
spellingShingle Chemistry
Nakagawa, Ayano
Aoyagi, Shinobu
Omachi, Haruka
Ishino, Katsuma
Nishino, Makiko
Rio, Jeremy
Ewels, Chris
Shinohara, Hisanori
Isolation and structure determination of missing fullerenes Gd@C(74)(CF(3))(n) through in situ trifluoromethylation
title Isolation and structure determination of missing fullerenes Gd@C(74)(CF(3))(n) through in situ trifluoromethylation
title_full Isolation and structure determination of missing fullerenes Gd@C(74)(CF(3))(n) through in situ trifluoromethylation
title_fullStr Isolation and structure determination of missing fullerenes Gd@C(74)(CF(3))(n) through in situ trifluoromethylation
title_full_unstemmed Isolation and structure determination of missing fullerenes Gd@C(74)(CF(3))(n) through in situ trifluoromethylation
title_short Isolation and structure determination of missing fullerenes Gd@C(74)(CF(3))(n) through in situ trifluoromethylation
title_sort isolation and structure determination of missing fullerenes gd@c(74)(cf(3))(n) through in situ trifluoromethylation
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6170568/
https://www.ncbi.nlm.nih.gov/pubmed/30839731
http://dx.doi.org/10.1098/rsos.181015
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