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Synthesis of Five‐Porphyrin Nanorings by Using Ferrocene and Corannulene Templates
The smallest and most strained member of a family of π‐conjugated cyclic porphyrin oligomers was synthesized by using pentapyridyl templates based on ferrocene and corannulene. Both templates are effective for directing the synthesis of the butadiyne‐linked cyclic pentamer, despite the fact that the...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2016
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5089564/ https://www.ncbi.nlm.nih.gov/pubmed/27213825 http://dx.doi.org/10.1002/anie.201602909 |
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author | Liu, Pengpeng Hisamune, Yutaka Peeks, Martin D. Odell, Barbara Gong, Juliane Q. Herz, Laura M. Anderson, Harry L. |
author_facet | Liu, Pengpeng Hisamune, Yutaka Peeks, Martin D. Odell, Barbara Gong, Juliane Q. Herz, Laura M. Anderson, Harry L. |
author_sort | Liu, Pengpeng |
collection | PubMed |
description | The smallest and most strained member of a family of π‐conjugated cyclic porphyrin oligomers was synthesized by using pentapyridyl templates based on ferrocene and corannulene. Both templates are effective for directing the synthesis of the butadiyne‐linked cyclic pentamer, despite the fact that the radii of their N5 donor sets are too small by 0.5 Å and 0.9 Å, respectively (from DFT calculations). The five‐porphyrin nanoring exhibits a structured absorption spectrum and its fluorescence extends to 1200 nm, reflecting strong π conjugation and Herzberg–Teller vibronic coupling. |
format | Online Article Text |
id | pubmed-5089564 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-50895642016-11-09 Synthesis of Five‐Porphyrin Nanorings by Using Ferrocene and Corannulene Templates Liu, Pengpeng Hisamune, Yutaka Peeks, Martin D. Odell, Barbara Gong, Juliane Q. Herz, Laura M. Anderson, Harry L. Angew Chem Int Ed Engl Communications The smallest and most strained member of a family of π‐conjugated cyclic porphyrin oligomers was synthesized by using pentapyridyl templates based on ferrocene and corannulene. Both templates are effective for directing the synthesis of the butadiyne‐linked cyclic pentamer, despite the fact that the radii of their N5 donor sets are too small by 0.5 Å and 0.9 Å, respectively (from DFT calculations). The five‐porphyrin nanoring exhibits a structured absorption spectrum and its fluorescence extends to 1200 nm, reflecting strong π conjugation and Herzberg–Teller vibronic coupling. John Wiley and Sons Inc. 2016-05-23 2016-07-11 /pmc/articles/PMC5089564/ /pubmed/27213825 http://dx.doi.org/10.1002/anie.201602909 Text en © 2016 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution (http://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited. |
spellingShingle | Communications Liu, Pengpeng Hisamune, Yutaka Peeks, Martin D. Odell, Barbara Gong, Juliane Q. Herz, Laura M. Anderson, Harry L. Synthesis of Five‐Porphyrin Nanorings by Using Ferrocene and Corannulene Templates |
title | Synthesis of Five‐Porphyrin Nanorings by Using Ferrocene and Corannulene Templates |
title_full | Synthesis of Five‐Porphyrin Nanorings by Using Ferrocene and Corannulene Templates |
title_fullStr | Synthesis of Five‐Porphyrin Nanorings by Using Ferrocene and Corannulene Templates |
title_full_unstemmed | Synthesis of Five‐Porphyrin Nanorings by Using Ferrocene and Corannulene Templates |
title_short | Synthesis of Five‐Porphyrin Nanorings by Using Ferrocene and Corannulene Templates |
title_sort | synthesis of five‐porphyrin nanorings by using ferrocene and corannulene templates |
topic | Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5089564/ https://www.ncbi.nlm.nih.gov/pubmed/27213825 http://dx.doi.org/10.1002/anie.201602909 |
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