Substitutionsreaktionen am N-[1-Chlor-2,2,2-trifluor-1-(trifluormethyl)ethyl]-dimethyIformamidin / Substitution Reactions with N-[1-Chloro-2,2,2-trifluoro-1-(trifluoromethyl)ethyl]-dimethylformamidine

Abstract

Abstract It is difficult to achieve nucleophilic attack on a carbon atom bonded on two trifluoromethyl groups. However, N-[1-chloro-2,2,2-trifluoro-1-(trifluoromethyl)ethyl]-dimethylformamidine (1) reacts readily with H2O, MeOH, EtSH and P(OMe)3 even under mild conditions to form products 2, 3, 4 and 5. The reaction between 1 and Ph2PH is complex but leads in nearly quantitative yield to N-[2,2,2-trifluoro-1-(trifluoromethyl)ethyl]-dimethylformamidinium chloride 6 which has been characterized by an X-ray structure analysis. A reaction mechanism is proposed.