Ambiphilic Frustrated Lewis Pair Exhibiting High Robustness and Reversible Water Activation: Towards the Metal-Free Hydrogenation of Carbon Dioxide

The synthesis and structural characterization of a phenylene-bridged Frustrated Lewis Pair (FLP) having a 2,2,6,6-tetramethylpiperidine (TMP) as the Lewis base and a 9-borabicyclo[3.3.1]nonane (BBN) as the Lewis acid is reported. This FLP exhibits unique robustness towards the products of carbon dio...

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Autores principales: Rochette, Étienne, Courtemanche, Marc-André, Pulis, Alexander P., Bi, Wenhua, Fontaine, Frédéric-Georges
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2015
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6331835/
https://www.ncbi.nlm.nih.gov/pubmed/26132911
http://dx.doi.org/10.3390/molecules200711902
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author Rochette, Étienne
Courtemanche, Marc-André
Pulis, Alexander P.
Bi, Wenhua
Fontaine, Frédéric-Georges
author_facet Rochette, Étienne
Courtemanche, Marc-André
Pulis, Alexander P.
Bi, Wenhua
Fontaine, Frédéric-Georges
author_sort Rochette, Étienne
collection PubMed
description The synthesis and structural characterization of a phenylene-bridged Frustrated Lewis Pair (FLP) having a 2,2,6,6-tetramethylpiperidine (TMP) as the Lewis base and a 9-borabicyclo[3.3.1]nonane (BBN) as the Lewis acid is reported. This FLP exhibits unique robustness towards the products of carbon dioxide hydrogenation. The compound shows reversible splitting of water, formic acid and methanol while no reaction is observed in the presence of excess formaldehyde. The molecule is incredibly robust, showing little sign of degradation after heating at 80 °C in benzene with 10 equiv. of formic acid for 24 h. The robustness of the system could be exploited in the design of metal-free catalysts for the hydrogenation of carbon dioxide.
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spelling pubmed-63318352019-01-24 Ambiphilic Frustrated Lewis Pair Exhibiting High Robustness and Reversible Water Activation: Towards the Metal-Free Hydrogenation of Carbon Dioxide Rochette, Étienne Courtemanche, Marc-André Pulis, Alexander P. Bi, Wenhua Fontaine, Frédéric-Georges Molecules Article The synthesis and structural characterization of a phenylene-bridged Frustrated Lewis Pair (FLP) having a 2,2,6,6-tetramethylpiperidine (TMP) as the Lewis base and a 9-borabicyclo[3.3.1]nonane (BBN) as the Lewis acid is reported. This FLP exhibits unique robustness towards the products of carbon dioxide hydrogenation. The compound shows reversible splitting of water, formic acid and methanol while no reaction is observed in the presence of excess formaldehyde. The molecule is incredibly robust, showing little sign of degradation after heating at 80 °C in benzene with 10 equiv. of formic acid for 24 h. The robustness of the system could be exploited in the design of metal-free catalysts for the hydrogenation of carbon dioxide. MDPI 2015-06-29 /pmc/articles/PMC6331835/ /pubmed/26132911 http://dx.doi.org/10.3390/molecules200711902 Text en © 2015 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Rochette, Étienne
Courtemanche, Marc-André
Pulis, Alexander P.
Bi, Wenhua
Fontaine, Frédéric-Georges
Ambiphilic Frustrated Lewis Pair Exhibiting High Robustness and Reversible Water Activation: Towards the Metal-Free Hydrogenation of Carbon Dioxide
title Ambiphilic Frustrated Lewis Pair Exhibiting High Robustness and Reversible Water Activation: Towards the Metal-Free Hydrogenation of Carbon Dioxide
title_full Ambiphilic Frustrated Lewis Pair Exhibiting High Robustness and Reversible Water Activation: Towards the Metal-Free Hydrogenation of Carbon Dioxide
title_fullStr Ambiphilic Frustrated Lewis Pair Exhibiting High Robustness and Reversible Water Activation: Towards the Metal-Free Hydrogenation of Carbon Dioxide
title_full_unstemmed Ambiphilic Frustrated Lewis Pair Exhibiting High Robustness and Reversible Water Activation: Towards the Metal-Free Hydrogenation of Carbon Dioxide
title_short Ambiphilic Frustrated Lewis Pair Exhibiting High Robustness and Reversible Water Activation: Towards the Metal-Free Hydrogenation of Carbon Dioxide
title_sort ambiphilic frustrated lewis pair exhibiting high robustness and reversible water activation: towards the metal-free hydrogenation of carbon dioxide
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6331835/
https://www.ncbi.nlm.nih.gov/pubmed/26132911
http://dx.doi.org/10.3390/molecules200711902
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