Synthesis and solid-state structures of a macrocyclic receptor based on the 2,6-bis(2-anilinoethynyl)pyridine scaffold

A fluorescent macrocyclic anion receptor based on the 2,6-bis(2-anilinoethynyl)pyridine scaffold has been synthesized to investigate the mechanism of fluorescence quenching in this class of compounds. X-ray crystallography reveals that the binding pocket of the receptor is a natural host to both H(2...

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Autores principales: Engle, Jeffrey M., Singh, Pushpinder S., Vonnegut, Chris L., Zakharov, Lev N., Johnson, Darren W., Haley, Michael M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2014
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4284647/
https://www.ncbi.nlm.nih.gov/pubmed/24737948
http://dx.doi.org/10.1039/c3ce42307g
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author Engle, Jeffrey M.
Singh, Pushpinder S.
Vonnegut, Chris L.
Zakharov, Lev N.
Johnson, Darren W.
Haley, Michael M.
author_facet Engle, Jeffrey M.
Singh, Pushpinder S.
Vonnegut, Chris L.
Zakharov, Lev N.
Johnson, Darren W.
Haley, Michael M.
author_sort Engle, Jeffrey M.
collection PubMed
description A fluorescent macrocyclic anion receptor based on the 2,6-bis(2-anilinoethynyl)pyridine scaffold has been synthesized to investigate the mechanism of fluorescence quenching in this class of compounds. X-ray crystallography reveals that the binding pocket of the receptor is a natural host to both H(2)O and HCl, accommodating either molecule in nearly identical environments. Our studies show that protonation, not collisional quenching, is responsible for the observed fluorescence quenching response.
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spelling pubmed-42846472015-01-07 Synthesis and solid-state structures of a macrocyclic receptor based on the 2,6-bis(2-anilinoethynyl)pyridine scaffold Engle, Jeffrey M. Singh, Pushpinder S. Vonnegut, Chris L. Zakharov, Lev N. Johnson, Darren W. Haley, Michael M. CrystEngComm Chemistry A fluorescent macrocyclic anion receptor based on the 2,6-bis(2-anilinoethynyl)pyridine scaffold has been synthesized to investigate the mechanism of fluorescence quenching in this class of compounds. X-ray crystallography reveals that the binding pocket of the receptor is a natural host to both H(2)O and HCl, accommodating either molecule in nearly identical environments. Our studies show that protonation, not collisional quenching, is responsible for the observed fluorescence quenching response. Royal Society of Chemistry 2014-05-14 2014-01-16 /pmc/articles/PMC4284647/ /pubmed/24737948 http://dx.doi.org/10.1039/c3ce42307g Text en This journal is © The Royal Society of Chemistry 2014 http://creativecommons.org/licenses/by-nc/3.0/ This is an Open Access article distributed under the terms of the Creative Commons Attribution-NonCommercial 3.0 Unported License (http://creativecommons.org/licenses/by-nc/3.0/) which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Chemistry
Engle, Jeffrey M.
Singh, Pushpinder S.
Vonnegut, Chris L.
Zakharov, Lev N.
Johnson, Darren W.
Haley, Michael M.
Synthesis and solid-state structures of a macrocyclic receptor based on the 2,6-bis(2-anilinoethynyl)pyridine scaffold
title Synthesis and solid-state structures of a macrocyclic receptor based on the 2,6-bis(2-anilinoethynyl)pyridine scaffold
title_full Synthesis and solid-state structures of a macrocyclic receptor based on the 2,6-bis(2-anilinoethynyl)pyridine scaffold
title_fullStr Synthesis and solid-state structures of a macrocyclic receptor based on the 2,6-bis(2-anilinoethynyl)pyridine scaffold
title_full_unstemmed Synthesis and solid-state structures of a macrocyclic receptor based on the 2,6-bis(2-anilinoethynyl)pyridine scaffold
title_short Synthesis and solid-state structures of a macrocyclic receptor based on the 2,6-bis(2-anilinoethynyl)pyridine scaffold
title_sort synthesis and solid-state structures of a macrocyclic receptor based on the 2,6-bis(2-anilinoethynyl)pyridine scaffold
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4284647/
https://www.ncbi.nlm.nih.gov/pubmed/24737948
http://dx.doi.org/10.1039/c3ce42307g
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