AI Article Synopsis
- Silanols are interesting compounds, but their production through environmentally friendly methods, like using HO as an oxidant, is difficult due to the unwanted formation of siloxanes.
- This study successfully uses frustrated Lewis pairs (FLP) to improve the yield of silanols by preventing siloxane formation, with the reaction starting from HO activation.
- The method allows for the precise synthesis of sequence-controlled oligosiloxanes and can be scaled up, indicating its potential for creating advanced silicon-based polymer materials.
Article Abstract
Owing to their unique properties, the silanols have attracted intense attention but remain challenging to prepare from the organocatalytic oxidation of hydrosilanes using HO as a green oxidant. Herein, we employ a frustrated Lewis pair (FLP) to successfully suppress the formation of undesired siloxanes and produce silanols in high to excellent yields in the presence of HO. Mechanistic studies suggest that the reaction is initiated with the activation of FLP by HO rather than by silanes and goes through a concerted S2 mechanism. More importantly, the combination of the FLP-catalyzed oxidation of hydrosilanes with B(CF)-catalyzed dehydrogenation enables us to realize the precise synthesis of sequence-controlled oligosiloxanes. This method exhibits a broad substrate scope and can be easily scaled up, thus exhibiting promising application potentials in the precision synthesis of silicon-containing polymer materials.
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| http://dx.doi.org/10.1021/jacs.4c07818 | DOI Listing |
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