Cargando…
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...
Autores principales: | , , |
---|---|
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 |
_version_ | 1783591243050123264 |
---|---|
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. |
format | Online Article Text |
id | pubmed-7540587 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT schumacherchristian electromechanochemicalatomtransferradicalcyclizationsusingpiezoelectricbatio3 AT hernandezjoseg electromechanochemicalatomtransferradicalcyclizationsusingpiezoelectricbatio3 AT bolmcarsten electromechanochemicalatomtransferradicalcyclizationsusingpiezoelectricbatio3 |