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Primary Amine Functionalization of Alkoxysilanes: Synthesis, Selectivity, and Mechanistic Insights

Achternbosch, Moritz ; Zibula, Lukas ; Kirchhoff, Jan-Lukas ; Bauer, Jonathan O. ; Strohmann, Carsten



Abstract

We report a highly selective substitution of silicon-bound methoxy groups by primary lithium amides. This unusual reactivity is possible because of the formation of particularly stable lithium methoxide, which compensates for the decreased Si-N bond enthalpy compared to Si-O bonds. In contrast to substitution reactions on halosilanes, highly selective monosubstitutions under mild conditions are ...

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