142827-73-4

Upstream product

• 653-37-2 perfluorobenzaldehyde 
• 100-46-9 benzylamine 

Downstream Products

• 158388-55-7 N-(benzylidene)-2,3,4,5,6-pentafluorobenzylamine 
• 170120-72-6 NiBr(P(CH₃)2C₆H₅)2(C₆F₄CHNCH₂C₆H₅) 
• 1002975-88-3 C₁₅H₁₁F₄N 
• 151708-46-2 [PtMe₂F(triphenylphosphine)(C₆F₄CHNCH₂Ph)] 
• 1353622-50-0 [Pt(CH₃)3(S(CH₃)2)(C₆F₄CHNCH₂C₆H₅)] 
• 1537906-38-9 3,4,5-trifluoro-2,6-diphenethylbenzaldehyde 
• 1537906-35-6 3,4,5-trifluoro-2,6-diisopentylbenzaldehyde 
• 1037303-70-0 C₁₆H₁₄F₃N 

Relevant academic research and scientific papers

Controlling the position of anions relative to a pentafluorophenyl group

The position of an anion above an electron-deficient arene can be controlled by the geometry of appended directing groups. Here a series of ammonium substituted pentafluorophenyl derivatives is investigated. The presented results are one step on the way to find the ideal structural features for an effective and superior receptor for anion-π studies.

Perfluorophenyl phosphonate analogues of aromatic amino acids: Synthesis, X-ray and DFT studies

Novel perfluorophenyl phosphonate analogues of phenylglycine and homophenylalanine were prepared in good to excellent yields, and subjected to solid state characterization by single-crystal X-ray diffraction analysis, and to investigations with the use of

Exploration of the scope of Pt-catalyzed C-F activation

We recently reported methods for the catalytic methylation and methoxylation of polyfluoroaryl imines utilizing [Pt2Me 4(SMe2)2] as a precatalyst. These methodologies provide a novel route to partially functiona

Biomimetic reductive amination of fluoro aldehydes and ketones via [1,3]-proton shift reaction. Scope and limitations

A systematic study of azomethine-azomethine isomerizations of the N-benzylimines 2, derived from fluorinated aldehydes or ketones and benzylamine, has been made. The results reveal that, in sharp contrast to hydrocarbon analogs, fluorinated imines of 2 in triethylamine solution undergo isomerizations to give the corresponding N-benzylidene derivatives 5 (for 5/2 K > 32) in good isolated yields. The rates of the isomerizations depend on the starting imine structures and increase in the following order: aryl perfluoroalkyl ketimine 2m, per(poly)fluoroalkyl aldimine 2a,d-g, perfluoroaryl aldimine 2h, alkyl perfluoroalkyl ketimine 2i,j. The presence of chlorine or bromine atoms in the α-position to the C=N double bond of the starting imine favors a dehydrohalogenation reaction, giving rise to unsaturated products 6-9. The azomethine-azomethine isomerization was studied and proven to proceed essentially (>98%) intramolecularly with isotope exchange experiments. High chemical yields, the simplicity of the experimental procedure, and the low cost of all reagents employed make this biomimetic transamination of fluorocarbonyl compounds a practical method for preparing fluorine-containing amines of biological interest.

A practical route to fluoroalkyl- and fluoroarylamines by base-catalyzed [1,3]-proton shift reaction

The base-catalyzed [1,3]-proton shift reaction is shown to be an efficient general approach to fluoroalkyl and fluoroaryl amines starting from appropriate carbonyl compounds and benzylamine.