20466-56-2

Upstream product

• 776-76-1 methyldiphenylsilane 
• 108-94-1 cyclohexanone 
• 80-10-4 diphenylsilyl dichloride 
• 841-76-9 triphenylaluminium 
• 149-74-6 dichloromethylphenylsilane 
• 135746-47-3 2-methyldiphenylsilyl-1,3-dithiane 
• 144-79-6 chloromethyldiphenylsilane 
• 108-93-0 cyclohexanol 
• 144668-11-1 6-Bromo-1-(methyl-diphenyl-silanyl)-hexan-1-one 

Relevant academic research and scientific papers

Nickel-Catalyzed Selective Cross-Coupling of Chlorosilanes with Organoaluminum Reagents

Nickel-catalyzed cross-coupling reactions of chlorosilanes with organoaluminum reagents were developed. An electron-rich Ni(0)/PCy3 complex was found to be an effective catalyst for the desired transformation. The reaction of dichlorosilanes 1 proceeded to give the corresponding monosubstituted products 2. Trichlorosilanes 4 underwent selective double substitution to furnish the corresponding monochlorosilanes 2. Overall, the selective synthesis of a series of alkylmonochlorosilanes 2 from di- and trichlorosilanes was achieved using the present catalytic systems.

N-Heterocyclic Olefin Catalyzed Silylation and Hydrosilylation Reactions of Hydroxyl and Carbonyl Compounds

N-Heterocyclic olefins (NHOs), the alkylidene derivatives of N-heterocyclic carbenes (NHCs), have recently emerged as a new family of promising organocatalysts with strong nucleophilicity and Br?nsted basicity. The development of a novel method is shown using NHOs as efficient promoters for the direct dehydrogenative silylation of alcohols or hydrosilylation of carbonyl compounds. Preliminary results of the first NHO-promoted asymmetric synthesis are also discussed.

Scope and selectivity of B(C6F5)3-catalyzed reactions of the disilane (Ph2SiH)2

The diverse catalytic activity of the electrophilic borane B(C6F5)3 in reactions of silanes with organic substrates has been exploited extensively in studies that mostly focus on very particular, useful functional group transformations in organic synthesis. This study examines the potential for harnessing the collective, broad scope of these transformations in the preparation of new oligosilane derivatives. Borane-catalyzed hydrosilation, heterodehydrogenative coupling, and dealkylative coupling reactions of a wide range of substrates with the disilane (Ph2SiH)2 were investigated. These allowed new mono- and disubstituted disilanes to be prepared that contain Si-O, Si-S, and Si-C linkages. Challenges and opportunities are described that arise from competing "over-reduction" chemistry, and the sensitivity of the catalysis to both the Lewis basicity and steric bulk of the substrates is examined.

Potassium tert-butoxide-catalyzed dehydrogenative Si-O coupling: Reactivity pattern and mechanism of an underappreciated alcohol protection

A remarkable fen-butoxide-catalyzed coupling of alcohols and silanes is reported. Dihydrogen and not hydrochloric acid (generated in the prevalent, related coupling of alcohols and chlorosilanes) is formed as the sole by-product. A comprehensive survey of common silanes provides a reliable tool for the predictability of their reactivity under defined reaction conditions. The debated mechanism of this transformation is investigated monitoring the stereochemical course at the silicon atom by means of a silicon-stereogenic silane. On this basis, a transition state for the enantiospecific Si-O coupling step is suggested rationalizing the observed frontside attack and thus retention at the silicon atom.

The Scope and Limitations of Intramolecular Radical Cyclizations of Acylsilanes with Alkyl, Aryl, and Vinyl Radicals

5-Exo cyclizations of primary and secondary radicals with acylsilanes successfully give cyclopentyl silyl ethers. The corresponding 6-exo cyclizations are sensitive to changes of the size of silyl groups. Secondary radicals undergo 6-exo cyclizations with

Radical cyclizations of bromo acylsilanes and intramolecular trapping of the rearranged α-silyloxy radicals

Radical 1,5-exo cyclizations of acylsilanes involving secondary radicals are quite effective. In contrast 1,6-exo cyclizations are more sensitive toward steric effect. Tandem radical cyclization process can be designed.

CHEMOSELEKTIVE MONO- UND DISILYLETHERBILDUNG AUS TERTIAEREN UND SEKUNDAEREN SILANEN

Tertiary and secondary silanes are O-selective.With alcohols the corresponding silyl ethers are formed.Cesium fluoride/imidazole)CsF/Im) is a better activating system than CsF alone.Primary OH groups are silylated remarkably faster under CsF/Im activation