104089-93-2

Usage

Chemical group

Organosilicons

Usage

Building block in organic synthesis

Structure

Phenyl group attached to a trichlorosilyl group, connected to a butane chain

Reactivity

Easily undergoes substitution reactions, useful in creating various organic compounds

Properties

Water-repellent, used in water-resistant coatings and sealants

Applications

Development of materials for electronic and optoelectronic devices

Precautions

Reactivity and potential for harm in pure form require careful handling and storage.

Upstream product

• 1560-09-4 (Z)-but-1-en-1-ylbenzene 

Downstream Products

• 103980-94-5 1-phenyl-1-(trifluorosilyl)butane 
• 18412-38-9 1-phenyl-1-(trimethylsilyl)butane 

Relevant academic research and scientific papers

Asymmetric Synthesis Catalyzed by Chiral Ferrocenylphosphine-Transition-Metal Complexes. 3. Preparation of Optically Active Allylsilanes by Palladium-Catalyzed Asymmetric Grignard Cross-Coupling

Asymmetric cross-coupling of the - or -Grignard reagent with alkenyl bromides in the presence of a chiral ferrocenylphosphine-palladium complex, dichloroethylamine>palladium(II) (PdCl2), as a catalyst, gave optically active allylsilanes which contain an asymmetric carbon atom directly bonded to the silicon atom, e.g., (R)-3-phenyl-3-(trimethylsilyl)propene (3a) (95percent ee), (R,E)-1-phenyl-1-(trimethylsilyl)-2-butene (3b) (85percent ee), (R,Z)-3b (24percent ee), (R,E)-1,3-diphenyl-3- (trimethylsilyl)propene (3c) (95percent ee), (S,E)-1-phenyl-3-(trimethylsilyl)-1-butene (14c) (71percent ee), (S,Z)-14c (59percent ee), (S,E)-1-phenyl-3-(triethylsilyl)-1-butene (16c) (93percent ee), (S,E)-3-(triethylsilyl)-2-pentene (16b) (85percent ee), (S,E,E)-2-(dimethylphenylsilyl)-3,5-heptadiene (15d) (45percent ee), and 1-cyclopentene (21) (37percent ee).The configuration and enantiomeric purity of the allylsilanes were determined with the aid of stereoselective oxidative cleavage of the carbon-silicon bond in optically active alkylsilanes.