18037-03-1

Usage

Uses

Used in Organic Synthesis:
(4-chlorophenyl)triethylsilane is used as a reagent for efficiently transferring the phenylsilane group to a variety of organic molecules, which is valuable in the field of organic chemistry.
Used in Silicon-containing Polymers and Materials:
(4-chlorophenyl)triethylsilane is also utilized in the preparation of silicon-containing polymers and materials, contributing to the development of advanced materials with specific properties.
Safety Note:
It is important to handle (4-chlorophenyl)triethylsilane with care, as it is flammable and may cause skin and eye irritation. Proper safety measures should be taken during its use and storage.

Upstream product

• 60-29-7 diethyl ether 
• 825-94-5 trichloro(p-chlorophenyl)silane 
• 925-90-6 ethylmagnesium bromide 
• 2987-77-1 triethylphenylsilane 
• 7782-50-5 chlorine 
• 873-77-8 (4-chlorphenyl)magnesium bromide 
• 617-86-7 triethylsilane 
• 106-39-8 bromochlorobenzene 
• 994-30-9 triethylsilyl chloride 
• 108-90-7 chlorobenzene 
• 637-87-6 1-Chloro-4-iodobenzene 

Downstream Products

• 18751-07-0 diphenyl-(4-triethylsilanyl-phenyl)-arsine 

Relevant academic research and scientific papers

Continuous-flow Si-H functionalizations of hydrosilanesviasequential organolithium reactions catalyzed by potassiumtert-butoxide

We herein report an atom-economic flow approach to the selective and sequential mono-, di-, and tri-functionalizations of unactivated hydrosilanesviaserial organolithium reactions catalyzed by earth-abundant metal compounds. Based on the screening of various additives, we found that catalytic potassiumtert-butoxide (t-BuOK) facilitates the rapid reaction of organolithiums with hydrosilanes. Using a flow microreactor system, various organolithiums bearing functional groups were efficiently generatedin situunder mild conditions and consecutively reacted with hydrosilanes in the presence oft-BuOK within 1 min. We also successfully conducted the di-funtionalizations of dihydrosilane by sequential organolithium reactions, extending to a gram-scale-synthesis. Finally, the combinatorial functionalizations of trihydrosilane were achieved to give every conceivable combination of tetrasubstituted organosilane libraries based on a precise reaction control using an integrated one-flow system.

Arylsilylation of aryl halides using the magnetically recyclable bimetallic Pd-Pt-Fe3O4 catalyst

Transition metal-catalyzed silylations have typically involved the use of homogeneous non-recyclable catalytic systems. In this work, the first example of a recyclable catalytic system for the synthesis of arylsilanes has been reported, which utilizes the

A well-defined NHC-Ir(III) catalyst for the silylation of aromatic C-H bonds: Substrate survey and mechanistic insights

A well-defined NHC-Ir(iii) catalyst, [Ir(H)2(IPr)(py)3][BF4] (IPr = 1,3-bis-(2,6-diisopropylphenyl)imidazol-2-ylidene), that provides access to a wide range of aryl- and heteroaryl-silanes by intermolecular dehydrogenative C-H bond silylation has been prepared and fully characterized. The directed and non-directed functionalisation of C-H bonds has been accomplished successfully using an arene as the limiting reagent and a variety of hydrosilanes in excess, including Et3SiH, Ph2MeSiH, PhMe2SiH, Ph3SiH and (EtO)3SiH. Examples that show unexpected selectivity patterns that stem from the presence of aromatic substituents in hydrosilanes are also presented. The selective bisarylation of bis(hydrosilane)s by directed or non-directed silylation of C-H bonds is also reported herein. Theoretical calculations at the DFT level shed light on the intermediate species in the catalytic cycle and the role played by the ligand system on the Ir(iii)/Ir(i) mechanism.

Ruthenium-catalyzed c-h silylation of 1-arylpyrazole derivatives and fluoride-mediated carboxylation: Use of two nitrogen atoms of the pyrazole Group

Carboxylation of 1-arylpyrazole derivatives was developed using a ruthenium-catalyzed ortho silylation in conjunction with fluoride-mediated carboxylation with carbon dioxide. The two nitrogen atoms of pyrazole play crucial roles in promoting ortho silylation via the formation of a five-membered ruthenacycle and in accelerating aryl anion formation by lowering the electron density of the aromatic ring. Georg Thieme Verlag Stuttgart New York.

Diphenylphosphinite ionic liquid (IL-OPPh2): A solvent and ligand for palladium-catalyzed silylation and dehalogenation reaction of aryl halides with triethylsilane

The use of an imidazolium-based phosphinite ionic liquid (IL-OPPh2) as both solvent and ligand for Pd offers an efficient catalytic system for silylation of aryl iodides, bromides and also chlorides by triethylsilane in the presence of Cs2CO3. In the absence of base, this system is also performed for catalytic dehalogenation of aryl halides. The ionic liquid containing its corresponding Pd(0) complex can be easily recovered and reused in several runs without losing its efficiency.