1584730-82-4

Upstream product

• 1823-14-9 5-phenyl-1-pentyne 
• 694-53-1 phenylsilane 

Relevant academic research and scientific papers

Amine-Activated Iron Catalysis: Air- and Moisture-Stable Alkene and Alkyne Hydrofunctionalization

A simple alkylamine [(iPr)2NEt] has been used to activate an air- and moisture-stable iron(II) pre-catalyst for alkene and alkyne hydrofunctionalization reactions. This amine activation has enabled the highly operationally simple hydrosilylatio

Iron-Catalyzed Dihydrosilylation of Alkynes: Efficient Access to Geminal Bis(silanes)

Geminal bis(silanes) are versatile synthetic building blocks owing to their stability and propensity to undergo a variety of transformations. However, the scarcity of catalytic methods for their synthesis limits their structural diversity and thus their utility for further applications. Herein we report a new method for synthesis of geminal bis(silanes) by means of iron-catalyzed dihydrosilylation of alkynes. Iron catalysts were distinctly superior to the other tested catalysts, which clearly demonstrates that novel reactivity can be found by using iron catalysts. This method features 100% atom economy, regiospecificity, mild reaction conditions, and readily available starting materials. Using this method, we prepared a new type of geminal bis(silane) with secondary silane moieties, the Si-H bonds of which can easily undergo various transformations, facilitating the synthetic applications of these compounds. Preliminary mechanistic studies demonstrated that the reaction proceeds via two iron-catalyzed hydrosilylation reactions, the first generating β-(E)-vinylsilanes and the second producing geminal bis(silanes).

Gem-disilicon compound as well as preparation method and application thereof

The invention relates to a novel gem-disilicon compound as well as a preparation method and application thereof. Different from a known gem-disilicon compound, the gem-disilicon compound provided by the invention has the advantage that two silicon groups of the gem-disilicon compound respectively contain two silicon-carbon bonds. Specifically, in the presence of a reducing agent, a disilylation reaction of terminal alkyne and monosubstituted silane is catalyzed through a 2, 9-diarylphenanthroline iron complex to generate a gem-disilicon compound containing two disubstituted silane structures.Silicon-hydrogen bonds in the gem-disilicon compound containing two disubstituted silane structures can be converted into silicon-oxygen bonds and silicon-fluorine bonds, and a corresponding silicon-based gem-disilicon compound containing two silicon-heteroatom bonds and two silicon-carbon bonds is generated. The gem-disilicon compound can react with water to generate polysiloxane or polyhedral oligomeric silsesquioxane with an adamantane structure, can also be used for synthesizing olefin and alcohol through functional group conversion of a silicon base, and has a very good application prospect.

Iron-catalysed chemo-, regio-, and stereoselective hydrosilylation of alkenes and alkynes using a bench-stable iron(II) pre-catalyst

The chemo-, regio-, and stereoselective iron-catalysed hydrosilylation of alkenes and alkynes with excellent functional group tolerance is reported (34 examples, 41-96% yield). The catalyst and reagents are commercially available and easy to handle, with the active iron catalyst being generated in situ, thus providing a simple and practical methodology for iron-catalysed hydrosilylation. The silane products can be oxidised to the anti-Markovnikov product of olefin hydration, and the one-pot iron-catalysed hydrosilylation-oxidation of olefins to give silane(di)ols directly is also reported. The iron pre-catalyst was used at loadings as low as 0.07 mol%, and displayed catalyst turnover frequencies (TOF) approaching 60,000 molh-1. Initial mechanistic studies indicate an iron(I) active catalyst.