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Geodesic‐Planar Conjugates: Substituted Buckybowls—Synthesis, Photoluminescence and Electrochemistry

C−C cross coupling products of bowl‐shaped as‐indaceno[3,2,1,8,7,6‐pqrstuv]picene (Idpc) and different planar arenes and ethynyl‐arenes were synthesized. Photoluminescence as well as electrochemical properties of all products were investigated and complemented by time‐dependent quantum chemical calc...

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Autores principales: Bayer, Johannes, Herberger, Jan, Holz, Lukas, Winter, Rainer F., Huhn, Thomas
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7839787/
https://www.ncbi.nlm.nih.gov/pubmed/32846003
http://dx.doi.org/10.1002/chem.202003605
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author Bayer, Johannes
Herberger, Jan
Holz, Lukas
Winter, Rainer F.
Huhn, Thomas
author_facet Bayer, Johannes
Herberger, Jan
Holz, Lukas
Winter, Rainer F.
Huhn, Thomas
author_sort Bayer, Johannes
collection PubMed
description C−C cross coupling products of bowl‐shaped as‐indaceno[3,2,1,8,7,6‐pqrstuv]picene (Idpc) and different planar arenes and ethynyl‐arenes were synthesized. Photoluminescence as well as electrochemical properties of all products were investigated and complemented by time‐dependent quantum chemical calculations. UV/Vis spectroelectrochemistry investigations of the directly linked (Idpc)(2) indicated the absence of any intramolecular charge‐transfer transition of intermittently formed (Idpc)(2) (.−). All coupling products showed fluorescence. Ferrocene‐1‐yl‐Idpc was structurally characterized by X‐ray diffraction and is a rare example of a ferrocene‐containing buckybowl exhibiting luminescence.
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spelling pubmed-78397872021-02-02 Geodesic‐Planar Conjugates: Substituted Buckybowls—Synthesis, Photoluminescence and Electrochemistry Bayer, Johannes Herberger, Jan Holz, Lukas Winter, Rainer F. Huhn, Thomas Chemistry Full Papers C−C cross coupling products of bowl‐shaped as‐indaceno[3,2,1,8,7,6‐pqrstuv]picene (Idpc) and different planar arenes and ethynyl‐arenes were synthesized. Photoluminescence as well as electrochemical properties of all products were investigated and complemented by time‐dependent quantum chemical calculations. UV/Vis spectroelectrochemistry investigations of the directly linked (Idpc)(2) indicated the absence of any intramolecular charge‐transfer transition of intermittently formed (Idpc)(2) (.−). All coupling products showed fluorescence. Ferrocene‐1‐yl‐Idpc was structurally characterized by X‐ray diffraction and is a rare example of a ferrocene‐containing buckybowl exhibiting luminescence. John Wiley and Sons Inc. 2020-11-19 2020-12-23 /pmc/articles/PMC7839787/ /pubmed/32846003 http://dx.doi.org/10.1002/chem.202003605 Text en © 2020 The Authors. Published by Wiley-VCH GmbH This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc-nd/4.0/ License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made.
spellingShingle Full Papers
Bayer, Johannes
Herberger, Jan
Holz, Lukas
Winter, Rainer F.
Huhn, Thomas
Geodesic‐Planar Conjugates: Substituted Buckybowls—Synthesis, Photoluminescence and Electrochemistry
title Geodesic‐Planar Conjugates: Substituted Buckybowls—Synthesis, Photoluminescence and Electrochemistry
title_full Geodesic‐Planar Conjugates: Substituted Buckybowls—Synthesis, Photoluminescence and Electrochemistry
title_fullStr Geodesic‐Planar Conjugates: Substituted Buckybowls—Synthesis, Photoluminescence and Electrochemistry
title_full_unstemmed Geodesic‐Planar Conjugates: Substituted Buckybowls—Synthesis, Photoluminescence and Electrochemistry
title_short Geodesic‐Planar Conjugates: Substituted Buckybowls—Synthesis, Photoluminescence and Electrochemistry
title_sort geodesic‐planar conjugates: substituted buckybowls—synthesis, photoluminescence and electrochemistry
topic Full Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7839787/
https://www.ncbi.nlm.nih.gov/pubmed/32846003
http://dx.doi.org/10.1002/chem.202003605
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