82638-97-9Relevant academic research and scientific papers
Efficient photolytic C-H bond functionalization of alkylbenzene with hypervalent iodine(iii) reagent
Sakamoto, Ryu,Inada, Tsubasa,Selvakumar, Sermadurai,Moteki, Shin A.,Maruoka, Keiji
, p. 3758 - 3761 (2016)
A practical approach to radical C-H bond functionalization by the photolysis of a hypervalent iodine(iii) reagent is presented. The photolysis of [bis(trifluoroacetoxy)iodo]benzene (PIFA) leads to the generation of trifluoroacetoxy radicals, which allows the smooth transformation of various alkylbenzenes to the corresponding benzyl ester compounds under mild reaction conditions.
Addition of Trifluoroacetic Acid to Substituted Styrenes
Allen, Annette D.,Rosenbaum, Murray,Seto, Nina O. L.,Tidwell, Thomas T.
, p. 4234 - 4239 (2007/10/02)
The rate of addition of CF3CO2H to a series of ring-substituted styrenes ArCH=CH2 with 100percent, 50percent, and 20percent solutions of the acid in CCl4 have been measured.The rate of addition of 100percent CF3CO2H to the isomeric 1-phenylpropenes and the rate of cis- to trans-stilbene isomerization by this acid are also reported.The rates are correlated with ?+ parameters of the substituents and with aqueous H2SO4-catalyzed hydrations of the same substrates.Deviations from the ?+ correlation occur with substituents capable of strong hydrogen bonding to the acidic solvents; these deviations are attributed to a decrease in substituent electron-donating ability caused by this interaction.All of the evidence supports a mechanism of rate-determining protonation on carbon (the AdE2 mechanism), with no detectable effects from ? complexation of the acids with the substrates.
