Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 26, Issue 18, Pages -Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.202300223
Keywords
martin spirosilane; mechanochemistry; pentafluoroethyl anion; silicon; solid-state
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In this study, the synthesis of a Martin silicate with a pentafluoroethyl chain is reported for the first time, and the full characterization of this new pentacoordinated silicon species is provided. Insights into its electronic properties are given based on structural, physicochemical, and computational data. A comparative study of its reactivity in solution and in solid state by mechanochemistry is performed to evaluate its potential as a safe C2F5-alkylation reagent in nucleophilic or radical reactions.
We herein report the first synthesis of a Martin silicate bearing a pentafluoroethyl chain. The full characterisation of this new pentacoordinated silicon species is detailed. Insights on its electronic properties based on structural, physicochemical and computational data are provided. A comparative study of reactivity in solution and in solid state by mechanochemistry has been performed in order to assess the ability of this bench-stable salt to act as a safe C2F5-alkylation reagent in a nucleophilic or radical manner.
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