1817-28-3Relevant academic research and scientific papers
Carbon-Carbon Bond Formation of Trifluoroacetyl Amides with Grignard Reagents via C(O)-CF3 Bond Cleavage
Zhu, Longzhi,Le, Liyuan,Yan, Mingpan,Au, Chak-Tong,Qiu, Renhua,Kambe, Nobuaki
, p. 5635 - 5644 (2019/05/10)
The reaction of trifluoroacetyl amides with Grignard reagent for the substitution of CF3 group with various alkyl or aryl groups is described. A variety of aryl, quinolin-8-yl, and (hetero)alkyl functional groups as well as F, Cl, and Br atoms are well tolerated. These moisture-stable and easily available trifluoroacetyl amides can be conveniently obtained and used as new versatile precursors for isocyanates. The control experiments show that the reaction proceeds via an isocyanate intermediate and/or alkoxide/amide dual anionic intermediate.
Conformations and Vibrational Dynamics of Six Monoalkyltrifluoroacetamides. Low-Resolution Microwave and Gas-Phase NMR Spectroscopic Studies
True, Nancy S.,Ross, Brian D.
, p. 3216 - 3220 (2007/10/02)
Low resolution microwave spectra of six N-alkyltrifluoroacetamides (F3C(O)NHR; r = CH3, C2H5, i-C3H7, n-C3H7, i-C4H9, t-C4H9) display band series consistent with a single species having the R group oriented syn to the carbonyl moiety. 5JH-F coupling constats observed in gas- and liquid-phase NMR spectra of N-methyltrifluoroacetamide confirm this assignment.For each molecule the observed rotational constats, anomalously broad microwave bandwidths, and absence of resolvable fine structure are consistent with predicted effects of rapid intramolecular vibrational redistribution (IVR).Sufficient state density for IVR in these molecules occurs at low internal energies.
