Lw. Jenneskens et al., 2-(TRIFLUOROMETHYL)PIPERAZINE - SYNTHESIS AND CHARACTERIZATION USING NMR AND X-RAY PHOTOELECTRON-SPECTROSCOPY, Recueil des travaux chimiques des Pays-Bas, 114(3), 1995, pp. 97-102
The synthesis of 2-(trifluoromethyl)piperazine (1) is reported. H-1 NM
R spectroscopy shows that in the chair-type piperazine ring the CF, gr
oup occupies an equatorial position. X-ray photoelectron spectroscopy
of solid 1 reveals that the CF3 group induces a secondary (beta) chemi
cal shift of 1.5 eV on the C 1s core binding energy of its nearest nei
ghbour carbon atom. The results are supported by semi-empirical PM3 an
d HAM/3 calculations.