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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...

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Autores principales: Liu, Pengpeng, Hisamune, Yutaka, Peeks, Martin D., Odell, Barbara, Gong, Juliane Q., Herz, Laura M., Anderson, Harry L.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2016
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.
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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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