Tris(dimethylamino)silylium ion: structure and reactivity of a dimeric silaguanidinium

Although several strategies for the stabilization of silylium ions have been established, “π-stabilization” with directly attached π-donor heteroatoms at silicon has not been developed yet. Hydride abstraction from (Me2N)3SiH generates dicationic [(Me2N)3Si+]2 in solution and in the solid state - co...

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Bibliographic Details
Main Authors: Kramer, Nina (Author) , Wadepohl, Hubert (Author) , Greb, Lutz (Author)
Format: Article (Journal)
Language:English
Published: 12 Jun 2019
In: Chemical communications
Year: 2019, Volume: 55, Issue: 54, Pages: 7764-7767
ISSN:1364-548X
DOI:10.1039/C9CC03625C
Online Access:Verlag, Volltext: http://dx.doi.org/10.1039/C9CC03625C
Verlag, Volltext: https://pubs.rsc.org/en/content/articlelanding/2019/cc/c9cc03625c
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Author Notes:Nina Kramer, Hubert Wadepohl and Lutz Greb
Description
Summary:Although several strategies for the stabilization of silylium ions have been established, “π-stabilization” with directly attached π-donor heteroatoms at silicon has not been developed yet. Hydride abstraction from (Me2N)3SiH generates dicationic [(Me2N)3Si+]2 in solution and in the solid state - constituting the dimer of an elusive silaguanidinium ion. This compound can be synthesized on a gram scale and is compatible with common organic solvents. However, it readily undergoes spontaneous electrophilic silylation of electron-rich aromatic compounds or initiates a catalytic hydro-defluorination reaction.
Item Description:Gesehen am 23.07.2019
Physical Description:Online Resource
ISSN:1364-548X
DOI:10.1039/C9CC03625C