University of PardubiceFaculty of Chemical Technology

University

Employees
|
Students
Česky

Publication detail

Synthesis and Reactivity of Sterically Hindered Bis(Amido)silanes: Formation of Silylenes and Lithium Adducts

Authors: Heredia Moyano Sandra Fabiola | Chlupatý Tomáš | Růžička Aleš

Year: 2025

Type of publication: ostatní - přednáška nebo poster

Page from-to: nestránkováno

Titles:

Language	Name	Abstract	Keywords
eng	Synthesis and Reactivity of Sterically Hindered Bis(Amido)silanes: Formation of Silylenes and Lithium Adducts	The first bulky bis(amido)silyl compounds were synthesized in the 1960s by Fink1 and Tanjo2, laying the groundwork for the development of related cyclodisilazanes. Building upon this foundation, our group has synthesized a new series of sterically demanding bis(amido)silyl protoligands. These species were employed in the generation of silylenes via deprotonation with organolithium reagents such as n-BuLi. However, attempts at clean silylene formation revealed unexpected challenges: the deprotonation step often leads to double deprotonation and subsequent adduct formation with lithium reagents, significantly lowering yields. We have developed a versatile synthetic route to dimethyl(chloro)aminosilanes, enabling access to a broad range of asymmetric bis(amino)silanes. Several of these new compounds have been synthesized and fully characterized by multinuclear NMR spectroscopy and single-crystal X-ray diffraction. Furthermore, the resulting silylene and lithium adducts offer valuable structural insight into the coordination behavior of monomeric organolithium compounds, highlighting the complexity of their reactivity in such systems.