173097-50-2Relevant academic research and scientific papers
Synthesis of Bis(trifluoromethyl)-Substituted Olefins: Methods of Preparation and Properties
Haas, Alois,Lieb, Max,Zwingenberger, Joerg
, p. 2027 - 2036 (2007/10/03)
Several bis(trifluoromethyl)- and trifluoromethyl-substituted alkenes, dienes, arylalkenes, and α,β-unsaturated derivatives of carbonyl compounds such as tosylhydrazone 5b and diazomethane 5c were prepared.Their reactivity towards a variety of nucleophiles, resulting from the electron-withdrawing effect of the trifluoromethyl group, was investigated.Depending on the trifluoromethyl- and a bis(trifluoromethyl)-substituted double bond, different regioselectivities were observed in the reaction with morpholinocyclohexene as a nucleophile.An explanation is given on the basis of the 13C-NMR data. - Keywords: Trifluoromethyl-substituted alkenes; anti-Michael addition; Acceptor-substituted double bond; Steric demand of a CF3 group; Charge-shift correlation
