93131-34-1

Upstream product

• 81216-14-0 7-bromo-hept-1-yne 
• 87436-97-3 C₉H₁₄MgSi 
• 628-71-7 1-Heptyne 
• 766-77-8 Dimethylphenylsilane 
• 17156-64-8 (dimethylphenylsilyl)acetylene 
• 185990-03-8 dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane 
• 592-76-7 1-Heptene 
• 1125-26-4 dimethylphenylvinylsilane 

Relevant academic research and scientific papers

Metathesis of silicon-containing olefins. VIII. Synthesis of alkenyl (phenyl, methyl) substituted silanes by olefin metathesis

1-Tri(phenyl, methyl)silyl-1-alkenes of the general formula RCH=CHSiMe3-nPhn (where n = 1-3, R = CmH2m+1, m = 5,6,8,10, and 12; Ph) have been prepared by a novel method, viz. by a very effective cross-metathesis of vinyltri(phenyl, methyl)silanes with 1-alkenes and styrene catalyzed by ruthenium and rhodium complexes.A tenfold excess of 1-alkene in the reaction mixture gave stereospecific 1-tri(phenyl, methyl)silyl-1-alkenes (predominantly E-isomers) in high yields of up to 90percent (in turn of vinylsilane).The products were identified by spectroscopic (IR, Raman, 1H, 13C NMR and GC-MS) methods.

The two faces of platinum hydrospirophosphorane complexes—Not only relevant catalysts but cytotoxic compounds as well

Platinum complexes [PtCl2(L)] L = L1, L2 with symmetrical HP (OCH2CMe2NH)2 (L1) and unsymmetrical HP(OCMe2CMe2O)(OCH2CMe2NH) (L2) hydrospirophosphorane (HSP) ligands were demonstrated to play a dual role of catalysts and cytotoxic compounds as well. The structure of new complex [PtCl2(L2)] was confirmed by physicochemical and spectroscopic methods, as well as single X-ray diffraction studies for [PtCl2{P (OCMe2CMe2O)(OCH2CMe2NH2)}]. HSP ligand coordinated to the platinum center in bidentate κ2-P,NH2 chelating mode of fashion. Both complexes were found to exhibit catalytic activity for Heck cross-coupling reactions of iodobenzene with substituted styrenes, with good conversion and yield of stilbenes. Moreover, complexes have been applied as excellent catalysts for highly regioselective hydrosilylation of aromatic and aliphatic terminal olefins, and acetylenes terminal and internal as well. On the other hand, the preliminary biological studies revealed that in the presence of foretinib, drug candidate in clinical trials for the treatment of cancer, platinum complexes revealed increased synergistic effect and efficiently decreased the number of viable cells of triple negative breast cancer MDA-MB-231 cell line.

Copper-Photocatalyzed Hydrosilylation of Alkynes and Alkenes under Continuous Flow

Herein, the photocatalytic hydrosilylation of alkynes and alkenes under continuous flow conditions is described. By using 0.2 mol % of the developed [Cu(dmp)(XantphosTEPD)]PF6 under blue LEDs irradiation, a large panel of alkenes and alkynes was hydrosilylated in good to excellent yields with a large functional group tolerance. The mechanism of the reaction was studied, and a plausible scenario was suggested.

Visible-Light-Initiated Manganese-Catalyzed E-Selective Hydrosilylation and Hydrogermylation of Alkynes

Manganese-photocatalyzed activation of the Si-H bond in silanes for the hydrosilylation of alkynes has been developed. The mild protocol operates efficiently with high regioselectivity (anti-Markovnikov) and stereoselectivity (Z/E ratio ranges from 92:8 to >99:1), providing a wide range of Z-vinylsilanes in high yields. Moreover, visible-light-induced manganese-catalyzed activation of the Ge-H bond for E-selective alkyne hydrogermylation is reported for the first time.

Reaction of hydrosilanes with alkynes catalyzed by gold nanoparticles supported on TiO2

Gold nanoparticles supported on TiO2 (0.8-1.4 mol %) catalyze the β-(E) regioselective hydrosilylation of a variety of functionalized terminal alkynes with alkylhydrosilanes in 1,2-dichloroethane (70 °C). The product yields are excellent, and the reaction times relatively short, while almost equimolar amounts of alkynes and hydrosilanes can be used. Minor side-products in up to 35% relative yield of cis-oxidative (dehydrogenative) disilylation, an unprecedented reaction pathway, are formed in the cases of the less hindered hydrosilanes and alkynes. Triethoxysilane reacts faster and affords apart from β-(E) addition products, minor α-hydrosilylation regio-isomers in upto 15% relative yield. Internal alkynes are generally less reactive or even unreactive. It is proposed that cationic Au(I) species stabilized by the support are the reactive catalytic sites, forming in the presence of hydrosilanes either silyl-Au(III)-H (hydrosilylation pathway) or Au(III)-disilyl species (dehydrogenative disilylation pathway). Regarding the mechanism of hydrosilylation, kinetic experiments are in agreement with silyl carbometallation of the triple bond in the rate determining step of the reaction.

The activity of Pt/SiO2 catalysts obtained by the sol-gel method in the hydrosilylation of 1-alkynes

Heterogeneous platinum catalysts (Pt/SiO2) obtained by the sol-gel process at pH 3 and 9 have been used in the hydrosilylation reaction of 1-alkynes using various silanes. Once the catalysts were activated they were used in the hydrosilylation

INTAMOLECULAR CYCLIZATION MEDIATED BY SILYLMETALATION OF ACETYLENES WITH PhMe2SiMgMe/CuI AND RADICAL NATURE OF THE REAGENT

Whereas CuI catalyzed silylmagnesation of the tosylate of 5-hexyn-1-ol with the title reagent affords dimethylphenylsilylmethylenecyclopentane exclusively, the mesylate of 3-butyn-1-ol gives a mixture of unexpected silylcyclobutene and cyclopropylidene derivative.