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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...

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Detalles Bibliográficos
Autores principales: Roth, Daniel, Wadepohl, Hubert, Greb, Lutz
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/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.
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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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