TY - JOUR
T1 - Gas-phase NMR studies of N,N-dimethylthioamides. Influence of the thiocarbonyl substituent on the internal rotation activation energies
AU - Neugebauer Crawford, S. M.
AU - Taha, A. N.
AU - True, N. S.
AU - LeMaster, C. B.
PY - 1997/6/26
Y1 - 1997/6/26
N2 - Temperature-dependent gas-phase 1H NMR spectra of seven thiocarbonyl-substituted N,N-dimethylthioamides (YCSN(CH3)2) obtained at 300 MHz are consistent with the following free activation energies ΔG‡298 (kcal mol-1): Y = H, 22.5 (0.1); CH3, 18.0 (0.1); F, 18.3 (0.1); Cl, 16.9 (0.2); CF3, 17.2 (0.1); CH2CH3, 17.6 (0.1); CH(CH3)2, 16.3 (0.1). The results are compared to condensed-phase values and to the corresponding gas-phase oxoamides.
AB - Temperature-dependent gas-phase 1H NMR spectra of seven thiocarbonyl-substituted N,N-dimethylthioamides (YCSN(CH3)2) obtained at 300 MHz are consistent with the following free activation energies ΔG‡298 (kcal mol-1): Y = H, 22.5 (0.1); CH3, 18.0 (0.1); F, 18.3 (0.1); Cl, 16.9 (0.2); CF3, 17.2 (0.1); CH2CH3, 17.6 (0.1); CH(CH3)2, 16.3 (0.1). The results are compared to condensed-phase values and to the corresponding gas-phase oxoamides.
UR - https://www.scopus.com/pages/publications/0041836665
U2 - 10.1021/jp970953s
DO - 10.1021/jp970953s
M3 - Article
AN - SCOPUS:0041836665
SN - 1089-5639
VL - 101
SP - 4699
EP - 4706
JO - Journal of Physical Chemistry A
JF - Journal of Physical Chemistry A
IS - 26
ER -