TFFH is an air-stable, nohygroscopic solid, has been shown to act as a coupling reagent that proceeds via in situ conversion to an acid fluoride.
White to off-white crystalline powder
Store in a cool place
- When TFFH is used, the active specie is the acid fluoride, which is very reactive due to high electronegativity of the F and it small size.
- TFFH was reported as a convenient reagent for the preparation of isothiocyanates from the corresponding primary amines in the presence of carbon disulfide.
- TFFH is a useful reagent for the conversion of carboxylic acids into anilides, hydrazides as well as acyl azides.
- TFFH is substitute for the corrosive cyanuric fluoride and suitable for the preparation of acyl fluorides even when unsaturated double bonds, hydroxyl groups, or aromatic rings are present.
- TFFH is especially useful for the two amino acids histidine and arginine since the corresponding amino acid fluorides are not stable toward isolation or storage.
- Tetramethylfluoroformamidinium Hexafluorophosphate: A Rapid-Acting Peptide Coupling Reagent for Solution and Solid Phase Peptide Synthesis
L. A. Carpino and A. El-Faham J. Am. Chem. Soc., 1995, 117 (19), 5401–5402.
- Tetramethylfluoroformamidinium hexafluorophosphate (TFFH)/benzyltriphenylphosphonium dihydrogen trifluoride (PTF): a unique reagent for the conversion of carboxylic acids to the corresponding alcohols as well as hydroxamic acids
A. El-Faham, S. N. Khattab, M. Abdul-Ghani. ARKIVOC, 2006, xiii, 57-63.
- Utilization of N,N,N’,N’-Tetrafluoroformamidinium hexafluorophosphate (TFFH) in peptide and organic synthesis
El-Faham, S. N. Khattab Synllet, 2009, 6, 0886–0904.