کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
1314892 | 975990 | 2011 | 6 صفحه PDF | دانلود رایگان |
The key steps of the reactions of nitrogen nucleophiles with β-halogen-β-trifluoromethylstyrenes have been studied by 19F and 1H NMR monitoring and quantum-chemical calculations. In contrast to the mechanism proposed earlier for nucleophilic vinylic substitution of captodative carbonyl-bearing haloalkenes, this reaction proceeds via either E–Ad or Ad–E sequence depending on the nature of aromatic substituents of the parent styrenes.
The key steps of the reactions of nitrogen nucleophiles with β-halogen-β-trifluoromethylstyrenes have been studied by 19F and 1H NMR monitoring and quantum-chemical calculations. In contrast to the mechanism proposed earlier for nucleophilic vinylic substitution of captodative carbonyl-bearing haloalkenes, this reaction proceeds via either E–Ad or Ad–E sequence depending on the nature of aromatic substituents of the parent styrenes.Figure optionsDownload as PowerPoint slideHighlights
► The reaction of amines with β-halogen-β-trifluoromethylstyrenes was studied by 19F and 1H NMR monitoring.
► It was found that the reaction can proceeds either E–Ad or Ad–E sequence.
► The reaction route is determined by the nature of aromatic substituents of the starting styrenes.
Journal: Journal of Fluorine Chemistry - Volume 132, Issue 11, November 2011, Pages 945–950