270589-02-1

Basic information

• Product Name: 1-dimethyl(2-pyridyl)silyl-2,2-diphenylethene
• Synonyms: 1-dimethyl(2-pyridyl)silyl-2,2-diphenylethene
• CAS NO: 270589-02-1
• Molecular Weight: 315.49
• Mol File: 270589-02-1.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1-dimethyl(2-pyridyl)silyl-2,2-diphenylethene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-dimethyl(2-pyridyl)silyl-2,2-diphenylethene(270589-02-1)
• EPA Substance Registry System: 1-dimethyl(2-pyridyl)silyl-2,2-diphenylethene(270589-02-1)

Safety Data

• Hazardous Substances Data: 270589-02-1(Hazardous Substances Data)

Upstream product

• 119-61-9 benzophenone 
• 243468-48-6 bis(2-pyridyldimethylsilyl)methane 
• 108-86-1 bromobenzene 
• 321155-39-9 dimethyl(2-pyridinyl)(vinyl)silane 
• 13737-04-7 2-(trimethylsilyl)pyridine 
• 21032-48-4 2-(dimethylhydrosilyl)pyridine 
• 591-50-4 iodobenzene 

Downstream Products

• 1450-63-1 1,1,4,4-tetraphenyl-1,3-butadiene 
• 55004-88-1 1-(4-(2,2-diphenylvinyl)phenyl)ethanone 

Relevant articles and documents

Stereoselective synthesis of multisubstituted butadienes through directed Mizoroki-Heck reaction and homocoupling reaction of vinyl(2-pyridyl)silane

(Chemical Equation Presented) We have developed the homocoupling reaction of alkenyl(2-pyridyl)silanes mediated by Cul and CsF, in which the strong directing effect of the 2-pyridyl group was observed. The homocoupling reaction was successfully integrated with the Mizoroki-Heck reaction of vinyl(2-pyridyl)-silane with aryl halides, enabling a rapid and stereoselective synthesis of multisubstituted butadienes. From a relatively small compound library, it was possible to detect a number of fluorescent butadienes with a wide range of fluorescence color variations (blue to reddish-orange).

Facile generation of [bis(2-pyridyldimethylsilyl)methyl]lithium and its reaction with carbonyl compounds. New method for the stereoselective synthesis of vinylsilanes

The generation of (2-PyMe2Si)2CHLi was easily accomplished by the deprotonation of (2-PyMe2Si)2CH2 using n-BuLi in Et2O. The 1H NMR analysis of (2-PyMe2Si)2CHLi in Et2O-d10 revealed the coordination of both pyridyl groups to lithium. Thus generated (2-PyMe2Si)2CHLi was found to react with a variety of aldehydes and ketones to give the corresponding vinylsilanes in extremely high yields with complete stereoselectivities (>99% E).