730-59-6

Upstream product

• 121-69-7 N,N-dimethyl-aniline 
• 684-16-2 Hexafluoroacetone 
• 920-66-1 1,1,1,3',3',3'-hexafluoro-propanol 
• 3420-86-8 N-(1-Hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)aniline 

Downstream Products

• 730-58-5 1.1.1.3.3.3-Hexafluor-2-chlor-2-(4-dimethylamino-phenyl)-propan 
• 101980-08-9 Dimethyl-{4-[2,2,2-trifluoro-1-trifluoromethyl-1-(2,2,2-trifluoro-1-trifluoromethyl-ethoxy)-ethyl]-phenyl}-amine 
• 101980-09-0 Dimethyl-{4-[2,2,2-trifluoro-1-(2,2,2-trifluoro-ethoxy)-1-trifluoromethyl-ethyl]-phenyl}-amine 
• 101980-10-3 [4-(1-Ethoxy-2,2,2-trifluoro-1-trifluoromethyl-ethyl)-phenyl]-dimethyl-amine 
• 2396-19-2 p-(Heptafluorisopropyl)-N,N-dimethylanilin 
• 101980-05-6 1-(p-(dimethylamino)phenyl)-1-(trifluoromethyl)-2,2,2-trifluoroethyl p-nitrobenzoate 

Relevant academic research and scientific papers

Copper-Catalyzed Functionalization of Aza-Aromatic Rings with Fluoroalcohols via Direct C(sp2)-H/C(sp3)-H Coupling Reactions

An efficient copper-catalyzed direct C(sp2)-H/C(sp3)-H coupling reaction of aza-aromatic rings with fluoroalcohols is developed. A variety of useful building blocks including hydroxyfluoroalkylated aniline, pyrrole, and indole derivatives bearing a quaternary carbon center could be constructed with high regioselectivity and good to excellent yields under very mild reaction conditions. The reaction is believed to undergo a fluoroalcohol oxidation and to follow an electronic addition reaction pathway.

Cobalt-Catalyzed Selective Functionalization of Aniline Derivatives with Hexafluoroisopropanol

A cobalt-catalyzed site-selective functionalization of aniline derivatives with hexafluoroisopropanol, which enables the synthesis of a wide array of fluoroalkylated anilines, a class of highly valuable building blocks for further preparation of fluorinated functional products, is reported. The developed transformation proceeds with operational simplicity, use of earth-abundant metal catalyst, broad substrate scope, good functional group tolerance, and mild reaction conditions.

REACTIONS OF HIGHLY ELECTROPHILIC POLYFLUOROCARBONYL COMPOUNDS WITH PRIMARY ARYLAMINES

C-Hydroxyalkylation of primary arylamines by highly electrophilic polyfluorocarbonyl compounds results from the direct reaction of the initial reagents and is competitively inhibited by equilibrium N-hydroxyalkylation.The presence of steric hindrances to

Doubly Destabilized Carbocations. Strong Aryl Delocalization and the Attenuation of Rate Decelerating Effects of CF3 and CN Groups

Solvolysis rates of ArC(CF3)2OTs in CF3CO2H give an excellent correlation log k = -10.7?+-8.69, and a point for the p-Me2N compound derived from the rate of the p-nitrobenzoate also fits this correlation, giving a span of 1E19 in reactivity.Limiting values of ρ+ of -10 to -12 for generation of benzylic cations in the gas phase and solution have been reached.Rate ratios k(ArCH(OTs)CF3)/k(ArC(CF3)2OTs) increase from 2.4 to 54 with decreasing aryl donor power; these k(H)/k(CF3) ratios are much less than typical values of 1E6 in more stabilized systems.Displacement of the p-MeO group occurs in solvolysis of p-MeOC6H4C(CF3)2OTs (9) in EtOH and CD3OH.Trifluoroacetolysis of ArC(OTs)(CF3)CN (Ar = p-Tol (13) and Ph) gives ρ+ = -12.1, and for 13 in different solvents the reactivity is greater than p-TolCH(OTs)CF3 by factors of 8.6 to 175.This is the first observation of k(CN)/k(H) ratios greater than 1.0.All these results, plus the rather modest dependence of the rates on solvent polarity (m = 0.76 for 9 and 0.66 for 13), are interpreted in terms of carbocationic transition states and intermediates in which the charge is largely delocalized onto the aryl group.