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A Zwitterionic Phosphonium Stannate(II) via Hydrogen Splitting by a Sn/P Frustrated Lewis‐Pair and Reductive Elimination
The reactivity of the frustrated Lewis pair (FLP) (F(5)C(2))(3)SnCH(2)P(tBu)(2) (1) was investigated with respect to the activation of elemental hydrogen. The reaction of 1 at elevated hydrogen pressure afforded the intramolecular phosphonium stannate(II) (F(5)C(2))(2)SnCH(2)PH(tBu)(2) (3). It was c...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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John Wiley and Sons Inc.
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7839681/ https://www.ncbi.nlm.nih.gov/pubmed/33016507 http://dx.doi.org/10.1002/chem.202004425 |
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author | Holtkamp, Philipp Schwabedissen, Jan Neumann, Beate Stammler, Hans‐Georg Koptyug, Igor V. Zhivonitko, Vladimir V. Mitzel, Norbert W. |
author_facet | Holtkamp, Philipp Schwabedissen, Jan Neumann, Beate Stammler, Hans‐Georg Koptyug, Igor V. Zhivonitko, Vladimir V. Mitzel, Norbert W. |
author_sort | Holtkamp, Philipp |
collection | PubMed |
description | The reactivity of the frustrated Lewis pair (FLP) (F(5)C(2))(3)SnCH(2)P(tBu)(2) (1) was investigated with respect to the activation of elemental hydrogen. The reaction of 1 at elevated hydrogen pressure afforded the intramolecular phosphonium stannate(II) (F(5)C(2))(2)SnCH(2)PH(tBu)(2) (3). It was characterized by means of multinuclear NMR spectroscopy and single crystal X‐ray diffraction. NMR experiments with the two isotopologues H(2) and D(2) showed it to be formed via an H(2) adduct (F(5)C(2))(3)HSnCH(2)PH(tBu)(2) (2) and the subsequent formal reductive elimination of pentafluoroethane; this is supported by DFT calculations. Parahydrogen‐induced polarization experiments revealed the formation of a second product of the reaction of 1 with H(2), [HP(tBu)(2)Me][Sn(C(2)F(5))(3)] (4), in (1)H NMR spectra, whereas 2 was not detected due to its transient nature. |
format | Online Article Text |
id | pubmed-7839681 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-78396812021-02-02 A Zwitterionic Phosphonium Stannate(II) via Hydrogen Splitting by a Sn/P Frustrated Lewis‐Pair and Reductive Elimination Holtkamp, Philipp Schwabedissen, Jan Neumann, Beate Stammler, Hans‐Georg Koptyug, Igor V. Zhivonitko, Vladimir V. Mitzel, Norbert W. Chemistry Communications The reactivity of the frustrated Lewis pair (FLP) (F(5)C(2))(3)SnCH(2)P(tBu)(2) (1) was investigated with respect to the activation of elemental hydrogen. The reaction of 1 at elevated hydrogen pressure afforded the intramolecular phosphonium stannate(II) (F(5)C(2))(2)SnCH(2)PH(tBu)(2) (3). It was characterized by means of multinuclear NMR spectroscopy and single crystal X‐ray diffraction. NMR experiments with the two isotopologues H(2) and D(2) showed it to be formed via an H(2) adduct (F(5)C(2))(3)HSnCH(2)PH(tBu)(2) (2) and the subsequent formal reductive elimination of pentafluoroethane; this is supported by DFT calculations. Parahydrogen‐induced polarization experiments revealed the formation of a second product of the reaction of 1 with H(2), [HP(tBu)(2)Me][Sn(C(2)F(5))(3)] (4), in (1)H NMR spectra, whereas 2 was not detected due to its transient nature. John Wiley and Sons Inc. 2020-11-23 2020-12-23 /pmc/articles/PMC7839681/ /pubmed/33016507 http://dx.doi.org/10.1002/chem.202004425 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-nd/4.0/ License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made. |
spellingShingle | Communications Holtkamp, Philipp Schwabedissen, Jan Neumann, Beate Stammler, Hans‐Georg Koptyug, Igor V. Zhivonitko, Vladimir V. Mitzel, Norbert W. A Zwitterionic Phosphonium Stannate(II) via Hydrogen Splitting by a Sn/P Frustrated Lewis‐Pair and Reductive Elimination |
title | A Zwitterionic Phosphonium Stannate(II) via Hydrogen Splitting by a Sn/P Frustrated Lewis‐Pair and Reductive Elimination |
title_full | A Zwitterionic Phosphonium Stannate(II) via Hydrogen Splitting by a Sn/P Frustrated Lewis‐Pair and Reductive Elimination |
title_fullStr | A Zwitterionic Phosphonium Stannate(II) via Hydrogen Splitting by a Sn/P Frustrated Lewis‐Pair and Reductive Elimination |
title_full_unstemmed | A Zwitterionic Phosphonium Stannate(II) via Hydrogen Splitting by a Sn/P Frustrated Lewis‐Pair and Reductive Elimination |
title_short | A Zwitterionic Phosphonium Stannate(II) via Hydrogen Splitting by a Sn/P Frustrated Lewis‐Pair and Reductive Elimination |
title_sort | zwitterionic phosphonium stannate(ii) via hydrogen splitting by a sn/p frustrated lewis‐pair and reductive elimination |
topic | Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7839681/ https://www.ncbi.nlm.nih.gov/pubmed/33016507 http://dx.doi.org/10.1002/chem.202004425 |
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