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Heterobifunctional Rotaxanes for Asymmetric Catalysis
Heterobifunctional rotaxanes serve as efficient catalysts for the addition of malonates to Michael acceptors. We report a series of four different heterobifunctional rotaxanes, featuring an amine‐based thread and a chiral 1,1′‐binaphthyl‐phosphoric‐acid‐based macrocycle. High‐level DFT calculations...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7154720/ https://www.ncbi.nlm.nih.gov/pubmed/31793163 http://dx.doi.org/10.1002/anie.201913781 |
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author | Pairault, Noël Zhu, Hui Jansen, Dennis Huber, Alexander Daniliuc, Constantin G. Grimme, Stefan Niemeyer, Jochen |
author_facet | Pairault, Noël Zhu, Hui Jansen, Dennis Huber, Alexander Daniliuc, Constantin G. Grimme, Stefan Niemeyer, Jochen |
author_sort | Pairault, Noël |
collection | PubMed |
description | Heterobifunctional rotaxanes serve as efficient catalysts for the addition of malonates to Michael acceptors. We report a series of four different heterobifunctional rotaxanes, featuring an amine‐based thread and a chiral 1,1′‐binaphthyl‐phosphoric‐acid‐based macrocycle. High‐level DFT calculations provided mechanistic insights and enabled rational catalyst improvements, leading to interlocked catalysts that surpass their non‐interlocked counterparts in terms of reaction rates and stereoselectivities. |
format | Online Article Text |
id | pubmed-7154720 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-71547202020-04-15 Heterobifunctional Rotaxanes for Asymmetric Catalysis Pairault, Noël Zhu, Hui Jansen, Dennis Huber, Alexander Daniliuc, Constantin G. Grimme, Stefan Niemeyer, Jochen Angew Chem Int Ed Engl Research Articles Heterobifunctional rotaxanes serve as efficient catalysts for the addition of malonates to Michael acceptors. We report a series of four different heterobifunctional rotaxanes, featuring an amine‐based thread and a chiral 1,1′‐binaphthyl‐phosphoric‐acid‐based macrocycle. High‐level DFT calculations provided mechanistic insights and enabled rational catalyst improvements, leading to interlocked catalysts that surpass their non‐interlocked counterparts in terms of reaction rates and stereoselectivities. John Wiley and Sons Inc. 2020-01-16 2020-03-23 /pmc/articles/PMC7154720/ /pubmed/31793163 http://dx.doi.org/10.1002/anie.201913781 Text en © 2019 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-nc/4.0/ License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited and is not used for commercial purposes. |
spellingShingle | Research Articles Pairault, Noël Zhu, Hui Jansen, Dennis Huber, Alexander Daniliuc, Constantin G. Grimme, Stefan Niemeyer, Jochen Heterobifunctional Rotaxanes for Asymmetric Catalysis |
title | Heterobifunctional Rotaxanes for Asymmetric Catalysis |
title_full | Heterobifunctional Rotaxanes for Asymmetric Catalysis |
title_fullStr | Heterobifunctional Rotaxanes for Asymmetric Catalysis |
title_full_unstemmed | Heterobifunctional Rotaxanes for Asymmetric Catalysis |
title_short | Heterobifunctional Rotaxanes for Asymmetric Catalysis |
title_sort | heterobifunctional rotaxanes for asymmetric catalysis |
topic | Research Articles |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7154720/ https://www.ncbi.nlm.nih.gov/pubmed/31793163 http://dx.doi.org/10.1002/anie.201913781 |
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