Trifluoroacetic Acid (TFA)

Abstract

was born in Bedford Park, South Australia and studied organic chemistry at Flinders University, receiving his B.Sc. (Hons) in 2011. He was then awarded the MF & MH Joyner Scholarship in Science and began doctoral work as a student of Associate Professor Michael V. Perkins. Matthew also received the Australian Fulbright Alumni (WG Walker) Postgraduate Scholarship and worked with Professor Erik J. Sorensen at Princeton University in 2014. His research has focused on chemical synthesis and methodology with a strong emphasis on the total synthesis of natural products.

Study of interactions between Brønsted acids and triethylphosphine oxide in solution by 31P NMR: evidence for 2 : 1 species

“…This species has only a minor deshielding effect on 31 P with respect to [Et 3 PQOH]OTf, and it would also explain the slow exchange, as shown by the two signals of the 31 P spectrum at high acid/TEPO molar ratio (Fig. 3), as well as the two signals in the 19 F spectrum (Fig. 5B).…”

“…1 H spectra (301 pulse 12.25 ms, 16 scans) were referenced with the residual CHCl 3 signal (7.26 ppm) as the internal standard. 19 F spectra (301 pulse 11 ms, 128 scans) were referenced with a,a,a-trifluorotoluene (À62.7 ppm) as the internal standard.…”

“…Most of the pK a values (Table 1) are collected from the classical reference by Guthrie, 16 with some exceptions, such as TFE, 17 PhPO 3 H 2 18 and TFA. 19 A lower pK a value of TfOH (À14.7), based on more recent theoretical calculations 20 has also been considered. Methanol-d 4 was first envisaged as a solvent due to the rather low solubility of some acids in CDCl 3 .…”

Synthesis of α‐Aminonitriles and 5‐Substituted 1H‐Tetrazoles Using an Efficient Nanocatalyst of Fe3O4@SiO2–APTES‐supported Trifluoroacetic Acid

“…Trifluoroacetic acid (TFA) is a superacid in the family of organic acids with p K a 0.23 at 25°C in H 2 O. Although TFA is corrosive, but it is cheap, readily available, photochemically and environmentally stable, and highly soluble in organic and aqueous solvents . TFA has recently attracted much attention for its use in organic synthesis .…”

Preparation of trifluoroacetic acid-immobilized Fe3O4@SiO2–APTES nanocatalyst for synthesis of quinolines

“…In this research, trifluoroacetic acid (TFA) was immobilized on the surface of organo-modified Fe 3 O 4 @SiO 2 core-shell nanoparticles, and then used for the synthesis of quinolines via Friedländer annulation reaction under solvent-free conditions. TFA is inexpensive, readily available, less-toxic [13], and soluble in organic and aqueous solvents [14] that could be applied for organic synthesis as a solvent, compounds. This work is a first report using magnetically supported ion-pair nanocatalyst for synthesis of quinolines by Friedländer reaction.…”