A Stable N‐Heterocyclic Silylene with a 1,1′‐Ferrocenediyl Backbone

The N‐heterocyclic silylene [{Fe(η(5)‐C(5)H(4)‐NDipp)(2)}Si] (1DippSi, Dipp=2,6‐diisopropylphenyl) shows an excellent combination of pronounced thermal stability and high reactivity towards small molecules. It reacts readily with CO(2) and N(2)O, respectively affording (1DippSiO(2))(2)C and (1DippSi...

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Autores principales: Weyer, Nadine, Heinz, Myron, Schweizer, Julia I., Bruhn, Clemens, Holthausen, Max C., Siemeling, Ulrich
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2020
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7898919/
https://www.ncbi.nlm.nih.gov/pubmed/33058389
http://dx.doi.org/10.1002/anie.202011691
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author Weyer, Nadine
Heinz, Myron
Schweizer, Julia I.
Bruhn, Clemens
Holthausen, Max C.
Siemeling, Ulrich
author_facet Weyer, Nadine
Heinz, Myron
Schweizer, Julia I.
Bruhn, Clemens
Holthausen, Max C.
Siemeling, Ulrich
author_sort Weyer, Nadine
collection PubMed
description The N‐heterocyclic silylene [{Fe(η(5)‐C(5)H(4)‐NDipp)(2)}Si] (1DippSi, Dipp=2,6‐diisopropylphenyl) shows an excellent combination of pronounced thermal stability and high reactivity towards small molecules. It reacts readily with CO(2) and N(2)O, respectively affording (1DippSiO(2))(2)C and (1DippSiO)(2) as follow‐up products of the silanone 1DippSiO. Its reactions with H(2)O, NH(3), and FcPH(2) (Fc=ferrocenyl) furnish the respective oxidative addition products 1DippSi(H)X (X=OH, NH(2), PHFc). Its reaction with H(3)BNH(3) unexpectedly results in B−H, instead of N−H, bond activation, affording 1DippSi(H)(BH(2)NH(3)). DFT results suggest that dramatically different mechanisms are operative for these H−X insertions.
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spelling pubmed-78989192021-03-03 A Stable N‐Heterocyclic Silylene with a 1,1′‐Ferrocenediyl Backbone Weyer, Nadine Heinz, Myron Schweizer, Julia I. Bruhn, Clemens Holthausen, Max C. Siemeling, Ulrich Angew Chem Int Ed Engl Communications The N‐heterocyclic silylene [{Fe(η(5)‐C(5)H(4)‐NDipp)(2)}Si] (1DippSi, Dipp=2,6‐diisopropylphenyl) shows an excellent combination of pronounced thermal stability and high reactivity towards small molecules. It reacts readily with CO(2) and N(2)O, respectively affording (1DippSiO(2))(2)C and (1DippSiO)(2) as follow‐up products of the silanone 1DippSiO. Its reactions with H(2)O, NH(3), and FcPH(2) (Fc=ferrocenyl) furnish the respective oxidative addition products 1DippSi(H)X (X=OH, NH(2), PHFc). Its reaction with H(3)BNH(3) unexpectedly results in B−H, instead of N−H, bond activation, affording 1DippSi(H)(BH(2)NH(3)). DFT results suggest that dramatically different mechanisms are operative for these H−X insertions. John Wiley and Sons Inc. 2020-12-01 2021-02-01 /pmc/articles/PMC7898919/ /pubmed/33058389 http://dx.doi.org/10.1002/anie.202011691 Text en © 2020 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Communications
Weyer, Nadine
Heinz, Myron
Schweizer, Julia I.
Bruhn, Clemens
Holthausen, Max C.
Siemeling, Ulrich
A Stable N‐Heterocyclic Silylene with a 1,1′‐Ferrocenediyl Backbone
title A Stable N‐Heterocyclic Silylene with a 1,1′‐Ferrocenediyl Backbone
title_full A Stable N‐Heterocyclic Silylene with a 1,1′‐Ferrocenediyl Backbone
title_fullStr A Stable N‐Heterocyclic Silylene with a 1,1′‐Ferrocenediyl Backbone
title_full_unstemmed A Stable N‐Heterocyclic Silylene with a 1,1′‐Ferrocenediyl Backbone
title_short A Stable N‐Heterocyclic Silylene with a 1,1′‐Ferrocenediyl Backbone
title_sort stable n‐heterocyclic silylene with a 1,1′‐ferrocenediyl backbone
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7898919/
https://www.ncbi.nlm.nih.gov/pubmed/33058389
http://dx.doi.org/10.1002/anie.202011691
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