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Bis(perchlorocatecholato)germane: Hard and Soft Lewis Superacid with Unlimited Water Stability
Previously described Lewis superacids are moisture sensitive and predominantly hard in character—features that severely limit their widespread use in orbital‐controlled reactions and under non‐inert conditions. Described here are adducts of bis(perchlorocatecholato)germane, the first hard and soft L...
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/PMC7693072/ https://www.ncbi.nlm.nih.gov/pubmed/32776679 http://dx.doi.org/10.1002/anie.202009736 |
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author | Roth, Daniel Wadepohl, Hubert Greb, Lutz |
author_facet | Roth, Daniel Wadepohl, Hubert Greb, Lutz |
author_sort | Roth, Daniel |
collection | PubMed |
description | Previously described Lewis superacids are moisture sensitive and predominantly hard in character—features that severely limit their widespread use in orbital‐controlled reactions and under non‐inert conditions. Described here are adducts of bis(perchlorocatecholato)germane, the first hard and soft Lewis superacid based on germanium. Remarkably, the synthesis of this compound is performed in water, and the obtained H(2)O adduct constitutes a strong Brønsted acid. If applied as an adduct with aprotic donors, it displays excellent activity in a diverse set of Lewis acid catalyzed transformations, covering hydrosilylation, hydrodefluorination, transfer hydrogenation, and carbonyl–olefin metathesis. Given the very straightforward synthetic access from two commercially available precursors, the unlimited water stability and the soft Lewis acidic character, it promotes the transfer of Lewis superacidity into organic synthesis and materials science. |
format | Online Article Text |
id | pubmed-7693072 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-76930722020-12-08 Bis(perchlorocatecholato)germane: Hard and Soft Lewis Superacid with Unlimited Water Stability Roth, Daniel Wadepohl, Hubert Greb, Lutz Angew Chem Int Ed Engl Communications Previously described Lewis superacids are moisture sensitive and predominantly hard in character—features that severely limit their widespread use in orbital‐controlled reactions and under non‐inert conditions. Described here are adducts of bis(perchlorocatecholato)germane, the first hard and soft Lewis superacid based on germanium. Remarkably, the synthesis of this compound is performed in water, and the obtained H(2)O adduct constitutes a strong Brønsted acid. If applied as an adduct with aprotic donors, it displays excellent activity in a diverse set of Lewis acid catalyzed transformations, covering hydrosilylation, hydrodefluorination, transfer hydrogenation, and carbonyl–olefin metathesis. Given the very straightforward synthetic access from two commercially available precursors, the unlimited water stability and the soft Lewis acidic character, it promotes the transfer of Lewis superacidity into organic synthesis and materials science. John Wiley and Sons Inc. 2020-09-11 2020-11-16 /pmc/articles/PMC7693072/ /pubmed/32776679 http://dx.doi.org/10.1002/anie.202009736 Text en © 2020 The Authors. Published by Wiley-VCH GmbH 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 | Communications Roth, Daniel Wadepohl, Hubert Greb, Lutz Bis(perchlorocatecholato)germane: Hard and Soft Lewis Superacid with Unlimited Water Stability |
title | Bis(perchlorocatecholato)germane: Hard and Soft Lewis Superacid with Unlimited Water Stability |
title_full | Bis(perchlorocatecholato)germane: Hard and Soft Lewis Superacid with Unlimited Water Stability |
title_fullStr | Bis(perchlorocatecholato)germane: Hard and Soft Lewis Superacid with Unlimited Water Stability |
title_full_unstemmed | Bis(perchlorocatecholato)germane: Hard and Soft Lewis Superacid with Unlimited Water Stability |
title_short | Bis(perchlorocatecholato)germane: Hard and Soft Lewis Superacid with Unlimited Water Stability |
title_sort | bis(perchlorocatecholato)germane: hard and soft lewis superacid with unlimited water stability |
topic | Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7693072/ https://www.ncbi.nlm.nih.gov/pubmed/32776679 http://dx.doi.org/10.1002/anie.202009736 |
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