17984-89-3

Usage

Uses

A silicon-based nucleophile shown to be reactive in Pd-catalyzed cross-coupling reactions.

InChI:InChI=1/C10H18O3SSi/c1-4-11-15(12-5-2,13-6-3)10-8-7-9-14-10/h7-9H,4-6H2,1-3H3

Upstream product

• 78-10-4 tetraethoxy orthosilicate 
• 5713-61-1 thiophen-2-yl magnesium bromide 
• 1003-09-4 2-bromothiophene 
• 3437-95-4 2-Iodothiophene 
• 998-30-1 Triethoxysilane 
• 188290-36-0 thiophene 
• 106032-16-0 3-thienylmagnesium bromide 

Downstream Products

• 41422-87-1 2-thienylsilatrane 
• 16939-09-6 2-naphthalen-2-yl-thiophene 
• 492-97-7 2,2'-Bithiophene 
• 35294-37-2 1-(4-(thiophen-2-yl)phenyl)ethanone 
• 1335213-08-5 C₁₃H₁₄O₃S 
• 4805-17-8 2-(phenylethynyl)thiophene 
• 6933-25-1 2-thienyl 4-methylphenyl ketone 
• 17595-86-7 methyl 4-(2-thienyl)benzoate 
• 174419-43-3 1,2-bis(2-thienyl)benzene 
• 23354-94-1 1,4-bis(2-thienyl)benzene 
• 16400-51-4 3,3'-dibromobiphenyl 
• 1215212-35-3 2-(3,5-difluorophenyl)thiophene 
• 41860-52-0 3,3’,5,5’-tetrafluorobiphenyl 
• 396-44-1 3,3’,5,5’-tetrakis(trifluoromethyl)biphenyl 

Relevant academic research and scientific papers

Branched Oligoarylsilanes and Method for Producing Same

Novel branched oligoarylsilanes of general formula (I) A method of preparation of branched oligoarylsilanes is that a compound of general formula (III) Y-Qk-Si?Arn—R)3 (III), where Y stands for a residue of boronic acid or

A facile and efficient synthesis of aryltriethoxysilanes via sonochemical Barbier-type reaction

A series of aryltriethoxysilanes was synthesized from the reaction mixture of aryl bromide, Mg powder, 1,2-dibromoethane and tetraethyl orthosilicate in THF under ultrasound. This sonochemical Barbier-type reaction provides a simple and efficient method for preparation of aryltriethoxysilanes. The Hiyama cross-coupling reaction of phenyltriethoxysilane with bromobenzene was investigated under different palladium catalysts and Pd(PhCN)2Cl2 was found to be the best choice.

Improved synthesis of aryltriethoxysilanes via palladium(O)-catalyzed silylation of aryl iodides and bromides with triethoxysilane

The scope of the palladium-catalyzed silylation of aryl halides with triethoxysilane has been expanded to include aryl bromides. A more general Pd(0) catalyst/ligand system has been developed that activates bromides and iodides: palladium(O) dibenzylideneacetone (Pd(dba)2) is activated with 2-(di-tert-butylphosphino)biphenyl (Buchwald's ligand) (1:2 mol ratio of Pd/phosphine). Electronrich para- and meta-substituted aryl halides (including unprotected aniline and phenol derivatives) undergo silylation to form the corresponding aryltriethoxysilane in fair to excellent yield; however, ortho-substituted aryl halides failed to be silylated.