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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...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2020
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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. |
format | Online Article Text |
id | pubmed-7839787 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
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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