Fluorinated Heterobutadienes/Trimethylphosphine: A Reactivity Study

The reactions of fluorinated heterobutadienes F 2 C=X--C(R)=Y (X = N, CH; Y = O, N-Mes; R = Ph, t-Bu), A-D , with the PMe 3 were studied. In any case, a different reaction pathway was observed, depending on the specific nature of A-D . These reactions lead to some novel organophosphorus species, including P-ylides and u 5 -azaphosphinines. u 5 -phospholenes, as observed with phosphites, for example, were not observed, but with phosphinidine (P--Ph), the heterobutadienes B and C form u 3 -oxazaphospholenes. Therein the complex (Me 3 P) 3 Ni[cyclo-P(Ph)OC(Ph)NC(CF 3 ) 2 ] was obtained and structurally characterized.