17428-98-7

Upstream product

• 19136-97-1 α-dideuterated 3-phenyl propionic acid 
• 114-84-1 phenylpropionic acid sodium salt 
• 100-39-0 benzyl bromide 
• 15785-29-2 1,1,-d²-2-phenylethyl bromide 
• 29372-33-6 α,α-dideuterated hydrocinnamaldehyde 
• 101-41-7 benzeneacetic acid methyl ester 
• 40638-92-4 1,1-dideuterio-2-phenylethanol 

Downstream Products

• 51086-43-2 2-[D₂]-4-phenylbutanoic acid 
• 54845-21-5 (3-bromopropyl-2,2-d₂)benzene 
• 83025-98-3 C₁₅H₁₄⁽²⁾H₂OSe 
• 83026-03-3 C₁₅H₁₄⁽²⁾H₂Se 
• 60468-24-8 (2-deuterio-2-propenyl)benzene 
• 83025-97-2 C₁₆H₁₆⁽²⁾H₂O₃S 

Relevant academic research and scientific papers

Vicinal Diboration of Alkyl Bromides via Tandem Catalysis

Vicinal diboration of alkyl bromides via tandem catalysis is reported. The reported reaction exhibits a broad substrate scope, good functional group compatibility, and regioselectivity. Moreover, it shows good practicality due to the easy accessibility of alkyl bromides in combination with diverse transformations of diboronates. Mechanism study indicates that terminal alkenes are generated selectively through nickel-catalyzed dehydrohalogenation of alkyl bromides followed by base/MeOH promoted diboration process to provide 1,2-diboration products.

Palladium(II)-Catalyzed Enantioselective Arylation of Unbiased Methylene C(sp3)?H Bonds Enabled by a 2-Pyridinylisopropyl Auxiliary and Chiral Phosphoric Acids

Enantioselective functionalizations of unbiased methylene C(sp3)?H bonds of linear systems by metal insertion are intrinsically challenging and remain a largely unsolved problem. Herein, we report a palladium(II)-catalyzed enantioselective arylation of unbiased methylene β-C(sp3)?H bonds enabled by the combination of a strongly coordinating bidentate PIP auxiliary with a monodentate chiral phosphoric acid (CPA). The synergistic effect between the PIP auxiliary and the non-C2-symmetric CPA is crucial for effective stereocontrol. A broad range of aliphatic carboxylic acids and aryl bromides can be used, providing β-arylated aliphatic carboxylic acid derivatives in high yields (up to 96 %) with good enantioselectivities (up to 95:5 e.r.). Notably, this reaction also represents the first palladium(II)-catalyzed enantioselective C?H activation with less reactive and cost-effective aryl bromides as the arylating reagents. Mechanistic studies suggest that a single CPA is involved in the stereodetermining C?H palladation step.

Isomerisation reaction of a gem-bis-trifluoromethyl olefin in a basic medium: A kinetic study

The rearrangement of 5-phenyl-1,1,1-trifluoro-2-(trifluoromethyl)pent-2-ene to 5-phenyl-1,1,1-trifluoro-2-(trifluoromethyl)pent-3-ene has been studied by 19F NMR in dimethylsulphoxide (DMSO). This isomerisation is catalysed by a base such as tr

Mechanistic Features of Allylic Hydrogen Abstraction by Alkoxy Radicals

A TS(excit) of angular H abstraction from allylbenzene in the course of the allylic acetoxylation reaction was previously invoked to explain a temperature-independent primary KIE; kH/kD = 2.90.This reaction geometry is now fully supported by the finding of inverse α-secondary deuterium isotope effects at both ends of the double bond in allylbenzene; (kH/kD)αC1 = 0.977 and (kH/kD)αC2 = 0.985.In keeping with these results an unsymmetrically structured, bridged radical intermediate, formed by the interaction of t-BuO with the allylic double bond, steers the reaction course.Such a complex is recognized to be unusual since most of the verified cases of radical bridging involve heteroatom centers capable of octet expansion.A discussion is also given of the factors determining the relative influence of benzene and double bond participation in the H-abstraction reactions of allylbenzene, which possesses both of these activating functions.