1379657-23-4Relevant academic research and scientific papers
Effects of B2pin2 and PCy3 on copper-catalyzed trifluoromethylation of substituted alkenes and alkynes with the Togni reagent
Janson, P?r G.,Ilchenko, Nadia O.,Diez-Varga, Alberto,Szabó, Kálmán J.
, p. 922 - 931 (2015)
The copper-catalyzed oxytrifluoromethylation of phenylacetylenes and C-H trifluoromethylation of quinones were studied. It was found that both reactions are accelerated by B2pin2 and PCy3 additives. The two reactions have different substituent effects. The oxytrifluoromethylation is faster in the presence of electron-donating groups, while the C-H trifluoromethylation is faster with electron-withdrawing substituents. The Hammett plot for oxytrifluoromethylation gave a ρ value of -0.76 indicating electron demand in the rate determining step of the reaction. According to the absolute value of ρ the reaction probably does not proceed through a rate determining formation of a carbocation intermediate. The kinetic isotope effect measurements indicate that in C-H trifluoromethylation of quinones the cleavage of the C-H bond is not the rate determining step of the reaction.
Electrophilic trifluoromethylation by copper-catalyzed addition of CF 3-transfer reagents to alkenes and alkynes
Janson, Paer G.,Ghoneim, Ibrahim,Ilchenko, Nadia O.,Szabo, Kalman J.
supporting information; experimental part, p. 2882 - 2885 (2012/07/14)
Regio- and stereoselective Cu-catalyzed addition of the above hypervalent iodine reagent to alkynes and alkenes was achieved. In the presence of CuI, the reaction is suitable to perform trifluoromethyl-benzoyloxylation and trifluoromethyl-halogenation of
