79628-15-2

Upstream product

• 536-74-3 phenylacetylene 
• 768-33-2 phenyldimethylsilyl chloride 
• 6738-06-3 phenylethynylmagnesium bromide 
• 766-77-8 Dimethylphenylsilane 
• 69093-06-7 1,1,2,2-tetramethyl-3,4-diphenyl-1,2-disilacyclobut-3-ene 
• 28995-82-6 ((Z)-1-Iodo-2-methanesulfonyl-vinyl)-benzene 
• 24378-05-0 methyl phenylethynyl sulfone 
• 1833-51-8 chloromethyldimethylphenylsilane 
• 591-50-4 iodobenzene 
• 17156-64-8 (dimethylphenylsilyl)acetylene 
• 109-99-9 tetrahydrofuran 
• 91708-97-3 1,1,3,3-Tetramethyl-2,2,4,5-tetraphenyl-2,3-dihydro-1H-[1,2,3]trisilole 
• 69093-08-9 1,1,2,2,3,3-hexamethyl-4,5-diphenyl-2,3-dihydro-1H-1,2,3-trisilole 
• 941-15-1 1-chloro-2-phenyltetramethyldisilane 

Downstream Products

• 109463-33-4 5-(1,1,1,3,3,3-Hexamethyl-disilazan-2-yl)-3-phenyl-4-trimethylsilanyl-1H-pyrrole-2-carbonitrile 
• 7380-78-1 4-(phenylethynyl)anisole 
• 64788-84-7 β-(Z)-2-dimethylphenylsilylstyrene 
• 64788-85-8 dimethyl-phenyl-((E)-styryl)-silane 
• 886-66-8 1,4-diphenyl-1,3-butadiyne 
• 56-33-7 1,1,3,3-tetramethyl-1,3-diphenyldisiloxane 
• 141858-80-2 (E)-1-<2-(acetoxymethyl)phenyl>-2-phenylethene 
• 3783-65-1 (E)-2-(2-phenylethenyl)thiophene 
• 841-18-9 (E)-1-(4-acetamidophenyl)-2-phenylethene 
• 1694-19-5 E-1-(phenyl)-2-(4'-methoxyphenyl)ethene 
• 2548-47-2 2,3-diphenyl-1,3-butadiene 
• 501-65-5 diphenyl acetylene 
• 63935-90-0 1-(dimethyl(phenyl)silyl)-1-phenylethene 

Relevant academic research and scientific papers

Decatungstate as Direct Hydrogen Atom Transfer Photocatalyst for SOMOphilic Alkynylation

A versatile approach for the alkynylation of a variety of aliphatic hydrogen donors, including alkanes, is reported. We used tetrabutylammonium decatungstate as photocatalyst to generate organoradicals from C-H/Si-H bonds via hydrogen atom transfer. The l

Catalytic Decarboxylation of Silyl Alkynoates to Alkynylsilanes

Herein, we describe a decarboxylative approach to the preparation of alkynylsilanes. Treatment of a silyl alkynoate in N,N-dimethylformamide (DMF) at 80 °C in the presence of catalytic amounts of CuCl and PCy3 produced the corresponding alkynylsilane in excellent yield. The copper-catalyzed decarboxylation proceeded smoothly with low catalyst loadings (0.5 mol % of CuCl and 1.0 mol % of PCy3) under mild reaction conditions and is easily scalable to gram quantities.

Tuning the Selectivity of AuPd Nanoalloys towards Selective Dehydrogenative Alkyne Silylation

The cross-dehydrogenative coupling of terminal alkynes and hydrosilanes catalyzed by AuPd nanoalloys is described. Metal nanoparticles are readily prepared in 15 minutes from commercially available and cheap starting materials by using a photochemical app

Et2Zn-mediated stoichiometric C(sp)-H silylation of 1-alkynes and chlorosilanes

A first example of an Et2Zn mediated silylation of 1-aklynes is reported. A series of functional groups are tolerated in this reaction. Mechanistic studies support Zn alkynilides as intermediates in the reaction. This reaction protocol provides a practical method for the preparation of alkynylsilanes and expands the application of organometallic zinc in organic synthesis.

Ru-Catalyzed Migratory Geminal Semihydrogenation of Internal Alkynes to Terminal Olefins

Semihydrogenation of alkynes to alkenes represents a fundamentally useful transformation. In addition to the well-known cis- and trans-semihydrogenation, herein a geminal semihydrogenation of internal alkynes featuring 1,2-migration is described, which pr

Role of C, S, Se and P donor ligands in copper(i) mediated C-N and C-Si bond formation reactions

The first comparative study of C, S, Se and P donor ligands-supported copper(i) complexes for C-N and C-Si bond formation reactions are described. The syntheses and characterization of eight mononuclear copper(i) chalcogenone complexes, two polynuclear co

Alkali metal-hydroxide-catalyzed C(sp)-H Bond silylation

Disclosed is a mild, scalable, and chemoselective catalytic cross-dehydrogenative C-H bond functionalization protocol for the construction of C(sp)-Si bonds in a single step. The scope of the alkyne and hydrosilane partners is substantial, providing an entry point into various organosilane building blocks and additionally enabling the discovery of a number of novel synthetic strategies. Remarkably, the optimal catalysts are NaOH and KOH.

BASE-CATALYZED SILYLATION OF TERMINAL ALKYNE C-H BONDS

The present invention is directed to a mild, efficient, and general direct C(sp)-H bond silylation. Various embodiments includes methods, each method comprising or consisting essentially of contacting at least one organic substrate comprising a terminal a

Synthesis and reactions of donor cyclopropanes: efficient routes to cis- and trans-tetrahydrofurans

Abstract A detailed study on the synthesis and reactions of silylmethylcyclopropanes is reported. In their simplest form, these donor-only cyclopropanes undergo Lewis acid promoted reaction to give either cis- or trans-tetrahydrofurans, with the selectivity being reaction condition-dependant. The adducts themselves are demonstrated to be an important scaffold for structural diversification. The combination of a silyl-donor group in a donor-acceptor cyclopropane with novel acceptor groups is also discussed.

Rapid synthesis of crowded aromatic architectures from silyl acetylenes

Congested aromatic systems were prepared by benzannulating silyl-protected arylacetylenes. The silyl groups may be retained in the naphthalene products and transformed into iodides in high yield. The desirable attributes of this strategy, particularly its remarkable tolerance of sterically hindered alkynes, are showcased in the efficient synthesis of a congested, branched oligo(naphthalene). As such, benzannulations of diaryl and silyl-protected acetylenes show outstanding promise for accessing new aromatic architectures.