Use of cyclohexa-2,5-dien-1-yl-silanes as precursors for gaseous hydrosilanes

Simple SummaryContent extracted from patent full text and abstract with AI.

This patent describes a novel approach to generating hydrosilanes—in particular, trialkyl- and trialkoxysilanes—by using cyclohexa-2,5-dien-1-yl-silanes as safe, stable precursor compounds. In the presence of a strong Lewis acid, these precursors efficiently produce hydrosilanes in solution, which can then be used to hydrosilylate alkenes and other compounds. This method avoids the handling of hazardous, flammable, or unstable hydrosilane gases and thus offers safer and more convenient chemical transformations, especially for carbon–silicon bond formation.

Use CasesContent extracted from patent full text and abstract with AI.

• Synthesis of organosilicon compounds for use in pharmaceuticals, materials science, and chemical manufacturing.
• Hydrosilylation of alkenes for producing silicon-containing intermediates and end-products.
• Production of trialkoxysilanes (used in adhesives, sealants, and coatings) through safer methods.
• Reductive transformations, such as carbonyl reduction and hydrodehalogenation, in organic synthesis.
• Dehydrogenative coupling with alcohols for Si–O bond formation.

BenefitsContent extracted from patent full text and abstract with AI.

• Significantly improves safety by avoiding the need to handle flammable or explosive silane gases.
• Enables high-yield hydrosilylation using stable, easily handled silane precursors.
• Versatile chemistry applicable to a wide range of alkenes, including functionalized and industrially relevant substrates.
• Easily separated byproducts (arene solvent) simplify purification processes.
• Can be performed at ambient temperature, reducing energy input and operational complexity.
• Suitable for both academic research and large-scale industrial applications.

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Patent Abstract

The invention relates to the use of cyclohexa-2,5-dien-1-yl-silanes of general formula I for generation of hydrosilanes in solution using a strong Lewis acid. This way, e.g., alkenes can be hydrosilylated in good yields using the cyclohexa-2,5-dien-1-yl-silanes of general formula I as transfer hydrosilylating agents in the presence of a strong Lewis acid as catalyst with concomitant formation of an arene solvent.