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Electro‐Mechanochemical Atom Transfer Radical Cyclizations using Piezoelectric BaTiO(3)

The formation and regeneration of active Cu(I) species is a fundamental mechanistic step in copper‐catalyzed atom transfer radical cyclizations (ATRC). Typically, the presence of the catalytically active Cu(I) species in the reaction mixture is secured by using high Cu(I) catalyst loadings or the ad...

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Autores principales: Schumacher, Christian, Hernández, José G., Bolm, Carsten
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7540587/
https://www.ncbi.nlm.nih.gov/pubmed/32515540
http://dx.doi.org/10.1002/anie.202003565
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author Schumacher, Christian
Hernández, José G.
Bolm, Carsten
author_facet Schumacher, Christian
Hernández, José G.
Bolm, Carsten
author_sort Schumacher, Christian
collection PubMed
description The formation and regeneration of active Cu(I) species is a fundamental mechanistic step in copper‐catalyzed atom transfer radical cyclizations (ATRC). Typically, the presence of the catalytically active Cu(I) species in the reaction mixture is secured by using high Cu(I) catalyst loadings or the addition of complementary reducing agents. In this study it is demonstrated how the piezoelectric properties of barium titanate (BaTiO(3)) can be harnessed by mechanical ball milling to induce electrical polarization in the strained piezomaterial. This strategy enables the conversion of mechanical energy into electrical energy, leading to the reduction of a Cu(II) precatalyst into the active Cu(I) species in copper‐catalyzed mechanochemical solvent‐free ATRC reactions.
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spelling pubmed-75405872020-10-15 Electro‐Mechanochemical Atom Transfer Radical Cyclizations using Piezoelectric BaTiO(3) Schumacher, Christian Hernández, José G. Bolm, Carsten Angew Chem Int Ed Engl Communications The formation and regeneration of active Cu(I) species is a fundamental mechanistic step in copper‐catalyzed atom transfer radical cyclizations (ATRC). Typically, the presence of the catalytically active Cu(I) species in the reaction mixture is secured by using high Cu(I) catalyst loadings or the addition of complementary reducing agents. In this study it is demonstrated how the piezoelectric properties of barium titanate (BaTiO(3)) can be harnessed by mechanical ball milling to induce electrical polarization in the strained piezomaterial. This strategy enables the conversion of mechanical energy into electrical energy, leading to the reduction of a Cu(II) precatalyst into the active Cu(I) species in copper‐catalyzed mechanochemical solvent‐free ATRC reactions. John Wiley and Sons Inc. 2020-07-09 2020-09-14 /pmc/articles/PMC7540587/ /pubmed/32515540 http://dx.doi.org/10.1002/anie.202003565 Text en © 2020 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA This is an open access article under the terms of the 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
Schumacher, Christian
Hernández, José G.
Bolm, Carsten
Electro‐Mechanochemical Atom Transfer Radical Cyclizations using Piezoelectric BaTiO(3)
title Electro‐Mechanochemical Atom Transfer Radical Cyclizations using Piezoelectric BaTiO(3)
title_full Electro‐Mechanochemical Atom Transfer Radical Cyclizations using Piezoelectric BaTiO(3)
title_fullStr Electro‐Mechanochemical Atom Transfer Radical Cyclizations using Piezoelectric BaTiO(3)
title_full_unstemmed Electro‐Mechanochemical Atom Transfer Radical Cyclizations using Piezoelectric BaTiO(3)
title_short Electro‐Mechanochemical Atom Transfer Radical Cyclizations using Piezoelectric BaTiO(3)
title_sort electro‐mechanochemical atom transfer radical cyclizations using piezoelectric batio(3)
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7540587/
https://www.ncbi.nlm.nih.gov/pubmed/32515540
http://dx.doi.org/10.1002/anie.202003565
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AT hernandezjoseg electromechanochemicalatomtransferradicalcyclizationsusingpiezoelectricbatio3
AT bolmcarsten electromechanochemicalatomtransferradicalcyclizationsusingpiezoelectricbatio3