Issue 54, 2019

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

Abstract

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.

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

Supplementary files

Article information

Article type
Communication
Submitted
10 мај 2019
Accepted
11 јун. 2019
First published
12 јун. 2019

Chem. Commun., 2019,55, 7764-7767

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

N. Kramer, H. Wadepohl and L. Greb, Chem. Commun., 2019, 55, 7764 DOI: 10.1039/C9CC03625C

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements