Salt-Free Preparation of Trimethylsilyl Ethers by B(C6F5)3-Catalyzed Transfer Silylation by Using a Me3SiH Surrogate

Autor:	Martin Oestreich, Antoine Simonneau, Jonas Friebel
Rok vydání:	2014
Předmět:	inorganic chemicals chemistry.chemical_classification Trimethylsilyl Silylation Organic Chemistry Salt (chemistry) Alcohol Catalysis chemistry.chemical_compound chemistry Organic chemistry Lewis acids and bases Physical and Theoretical Chemistry Benzene Derivatization
Zdroj:	European Journal of Organic Chemistry. 2014:2077-2083
ISSN:	1434-193X
DOI:	10.1002/ejoc.201301840
Popis:	An unprecedented transfer silylation of alcohols catalyzed by the strong Lewis acid B(C6F5)3 is described. Gaseous Me3SiH is released in situ by B(C6F5)3-catalyzed decomposition of 3-trimethylsilylcyclohexa-1,4-diene and subsequently reacts with an alcohol in a dehydrogenative Si–O coupling promoted by the same boron catalyst. Benzene and dihydrogen are formed during the reaction, but no salt waste is. This expedient protocol is applicable to several silicon groups, and the preparation of trimethylsilyl ethers presented here is potentially useful for alcohol derivatization prior to GLC analysis.
Databáze:	OpenAIRE
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