82798-31-0

Basic information

• Product Name: (E)-4-phenyl-2-triethylsilyloxy-2-butene
• Synonyms: (E)-4-phenyl-2-triethylsilyloxy-2-butene
• CAS NO: 82798-31-0
• Molecular Weight: 262.467
• Mol File: 82798-31-0.mol

Chemical Properties

• CAS DataBase Reference: (E)-4-phenyl-2-triethylsilyloxy-2-butene(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-4-phenyl-2-triethylsilyloxy-2-butene(82798-31-0)
• EPA Substance Registry System: (E)-4-phenyl-2-triethylsilyloxy-2-butene(82798-31-0)

Safety Data

• Hazardous Substances Data: 82798-31-0(Hazardous Substances Data)

Upstream product

• 617-86-7 triethylsilane 
• 122-57-6 1-Phenylbut-1-en-3-one 
• 1896-62-4 (E)-benzalacetone 

Relevant articles and documents

Supported Palladium-Gold Alloy Catalysts for Efficient and Selective Hydrosilylation under Mild Conditions with Isolated Single Palladium Atoms in Alloy Nanoparticles as the Main Active Site

Supported Pd-Au alloy catalysts were developed for the highly efficient and selective hydrosilylation of α,β-unsaturated ketones and alkynes. The Pd/Au atomic ratio of the Pd-Au alloy and the supporting material affected the catalytic activity, and supported Pd-Au alloy nanoparticles with a low Pd/Au atomic ratio functioned as highly active heterogeneous catalysts under mild reaction conditions. Structural characterization of supported Pd-Au alloy catalysts by X-ray diffraction, X-ray absorption spectroscopy (XAS), and transmission electron microscopy revealed the formation of random Pd-Au alloy nanoparticles with a uniform size of around 3 nm on the support. Furthermore, XAS and X-ray photoelectron spectroscopy elucidated the charge transfer from Pd to Au and the formation of isolated single Pd atoms in random Pd-Au alloys with a low Pd/Au ratio, which enabled efficient hydrosilylation of a variety of substrates under mild reaction conditions.

Stereoselective synthesis of either (E)- or (Z)-silyl enol ether from the same acyclic α,β-unsaturated ketone using cationic rhodium complex-catalyzed 1,4-hydrosilylation

The stereoselective synthesis of either (E)- or (Z)-silyl enol ether from the same acyclic α,β-unsaturated ketone is reported. Highly (Z)-selective conditions were the use of [Rh(cod)2]BF 4/DPPE at room temperature with no solvent, whereas (E)-selective conditions were the use of [Rh(cod)2]BF4/P(1-Nap) 3 (1-Nap = 1-naphthyl) under refluxing dichloromethane.

Large-scale preparation and labelling reactions of deuterated silanes

A catalytic synthesis of deuterated silanes SiEt3D, SiMe 2PhD and SiPh2D2 is reported that allows their facile generation in a 3-4g scale, utilizing D2 (0.5bar) as the hydrogen isotope source and low

Catalytic enantioselective amination of silyl enol ethers using chiral dirhodium(II) carboxylates: Asymmetric formal synthesis of (-)-metazocine

(Chemical Equation Presented) Dirhodium(II) tetrakis[N- tetrafluorophthaloyl-(S)-tert-leucinate], Rh2(S-TFPTTL)4, is an exceptionally efficient catalyst for enantioselective aminations of silyl enol ethers derived from acyclic ketone

Highly Chemoselective Palladium-Catalyzed Conjugate Reduction of α,β-Unsaturated Carbonyl Compounds with Silicon Hydrides and Zinc Chloride Cocatalyst

A three-component system comparised of a soluble palladium catalyst, hydridosilane, and zinc chloride is capable of efficient conjugate reduction of α,β-unsaturated ketones and aldehydes.The optimal set of condition includes diphenylsilane as the most effective hydride donor, any soluble palladium complex in either the 0 or II oxidation state, when it is stabilized by phosphine ligands, and ZnCl2 as the best Lewis acid cocatalyst.The reaction is very general with respect to a broad range of unsaturated ketones and aldehydes, and it is highly selective for these Michael acceptors, as reduction of α,β-unsaturated carboxylic acid derivatives is very sluggish under these conditions.When dideuteriodiphenylsilane is used to reduce unsaturated ketones, deuterium is stereoselectively introduced at the less-hindered face of the substrate and regioselectively at the β-position.Conversely, when reductions are carried out in the presence of traces of D2O, deuterium incorporation occurs at the α-position.On the basis of deuterium-incorporation experiments and 1H NMR studies, a catalytic cycle is postulated in which the first step involves reversible coordination of the palladium complex to the electron-deficient olefin and oxidative addition of silicon hydride to form a hydropalladium olefin complex.Migratory insertion of hydride into the coordinated olefin produces an intermediate palladium enolate which, via reductive elimination, collapses back to the Pd(0) complex and a silyl enol ether, which is then hydrolyzed to the saturated ketone.In addition to catalyzing that hydrolysis, ZnCl2 facilitates the hydrosilation process.