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Faster Synthesis of Beta-Diketonate Ternary Europium Complexes: Elapsed Times & Reaction Yields

β-diketonates are customary bidentate ligands in highly luminescent ternary europium complexes, such as Eu(β-diketonate)(3)(L)(2), where L stands for a nonionic ligand. Usually, the syntheses of these complexes start by adding, to an europium salt such as EuCl(3)(H(2)O)(6), three equivalents of β-di...

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Autores principales: Lima, Nathalia B. D., Silva, Anderson I. S., Gerson, P. C., Gonçalves, Simone M. C., Simas, Alfredo M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Public Library of Science 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4692388/
https://www.ncbi.nlm.nih.gov/pubmed/26710103
http://dx.doi.org/10.1371/journal.pone.0143998
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author Lima, Nathalia B. D.
Silva, Anderson I. S.
Gerson, P. C.
Gonçalves, Simone M. C.
Simas, Alfredo M.
author_facet Lima, Nathalia B. D.
Silva, Anderson I. S.
Gerson, P. C.
Gonçalves, Simone M. C.
Simas, Alfredo M.
author_sort Lima, Nathalia B. D.
collection PubMed
description β-diketonates are customary bidentate ligands in highly luminescent ternary europium complexes, such as Eu(β-diketonate)(3)(L)(2), where L stands for a nonionic ligand. Usually, the syntheses of these complexes start by adding, to an europium salt such as EuCl(3)(H(2)O)(6), three equivalents of β-diketonate ligands to form the complexes Eu(β-diketonate)(3)(H(2)O)(2). The nonionic ligands are subsequently added to form the target complexes Eu(β-diketonate)(3)(L)(2). However, the Eu(β-diketonate)(3)(H(2)O)(2) intermediates are frequently both difficult and slow to purify by recrystallization, a step which usually takes a long time, varying from days to several weeks, depending on the chosen β-diketonate. In this article, we advance a novel synthetic technique which does not use Eu(β-diketonate)(3)(H(2)O)(2) as an intermediate. Instead, we start by adding 4 equivalents of a monodentate nonionic ligand L straight to EuCl(3)(H(2)O)(6) to form a new intermediate: EuCl(3)(L)(4)(H(2)O)(n), with n being either 3 or 4. The advantage is that these intermediates can now be easily, quickly, and efficiently purified. The β-diketonates are then carefully added to this intermediate to form the target complexes Eu(β-diketonate)(3)(L)(2). For the cases studied, the 20-day average elapsed time reduced to 10 days for the faster synthesis, together with an improvement in the overall yield from 42% to 69%.
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spelling pubmed-46923882016-01-12 Faster Synthesis of Beta-Diketonate Ternary Europium Complexes: Elapsed Times & Reaction Yields Lima, Nathalia B. D. Silva, Anderson I. S. Gerson, P. C. Gonçalves, Simone M. C. Simas, Alfredo M. PLoS One Research Article β-diketonates are customary bidentate ligands in highly luminescent ternary europium complexes, such as Eu(β-diketonate)(3)(L)(2), where L stands for a nonionic ligand. Usually, the syntheses of these complexes start by adding, to an europium salt such as EuCl(3)(H(2)O)(6), three equivalents of β-diketonate ligands to form the complexes Eu(β-diketonate)(3)(H(2)O)(2). The nonionic ligands are subsequently added to form the target complexes Eu(β-diketonate)(3)(L)(2). However, the Eu(β-diketonate)(3)(H(2)O)(2) intermediates are frequently both difficult and slow to purify by recrystallization, a step which usually takes a long time, varying from days to several weeks, depending on the chosen β-diketonate. In this article, we advance a novel synthetic technique which does not use Eu(β-diketonate)(3)(H(2)O)(2) as an intermediate. Instead, we start by adding 4 equivalents of a monodentate nonionic ligand L straight to EuCl(3)(H(2)O)(6) to form a new intermediate: EuCl(3)(L)(4)(H(2)O)(n), with n being either 3 or 4. The advantage is that these intermediates can now be easily, quickly, and efficiently purified. The β-diketonates are then carefully added to this intermediate to form the target complexes Eu(β-diketonate)(3)(L)(2). For the cases studied, the 20-day average elapsed time reduced to 10 days for the faster synthesis, together with an improvement in the overall yield from 42% to 69%. Public Library of Science 2015-12-28 /pmc/articles/PMC4692388/ /pubmed/26710103 http://dx.doi.org/10.1371/journal.pone.0143998 Text en © 2015 Lima et al http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original author and source are properly credited.
spellingShingle Research Article
Lima, Nathalia B. D.
Silva, Anderson I. S.
Gerson, P. C.
Gonçalves, Simone M. C.
Simas, Alfredo M.
Faster Synthesis of Beta-Diketonate Ternary Europium Complexes: Elapsed Times & Reaction Yields
title Faster Synthesis of Beta-Diketonate Ternary Europium Complexes: Elapsed Times & Reaction Yields
title_full Faster Synthesis of Beta-Diketonate Ternary Europium Complexes: Elapsed Times & Reaction Yields
title_fullStr Faster Synthesis of Beta-Diketonate Ternary Europium Complexes: Elapsed Times & Reaction Yields
title_full_unstemmed Faster Synthesis of Beta-Diketonate Ternary Europium Complexes: Elapsed Times & Reaction Yields
title_short Faster Synthesis of Beta-Diketonate Ternary Europium Complexes: Elapsed Times & Reaction Yields
title_sort faster synthesis of beta-diketonate ternary europium complexes: elapsed times & reaction yields
topic Research Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4692388/
https://www.ncbi.nlm.nih.gov/pubmed/26710103
http://dx.doi.org/10.1371/journal.pone.0143998
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