Synthesis and characterization of aryl(trifluoromethyl)bismuth compounds (R-C6H4)3-nBi(CF3)n and the reactions of (C6H5)3-nBi(CF3)n with benzoylpyridinium chloride

Article abstract of DOI:10.1016/0022-1139(94)03134-7

The partly new derivatives (R-C6H4)BiBr2 and (R-C6H4)2BiCl (R = 4-CH3, 4-CF3, 3-F, 4-F) have been prepared from the redistribution reactions of the corresponding triarylbismuth compounds with BiBr3 and BiCl3, respectively.Metathesis reactions of these substrates with Cd(CF3)2 complexes yielded the new aryl(trifluoromethyl)bismuth compounds (R-C6H4)_3-nBi(CF3)n (n = 1 and 2).The mono(trifluoromethyl) derivatives are quite stable towards dismutations, whereas the bis(trifluoromethyl) compounds rapidly redistribute to give (R-C6H4)2Bi(CF3) and Bi(CF3)3.Comparative reactions of (C6H5)_3-nBi(CF3)n with benzoylpyridinium chloride showed that the mixed derivatives preferentially transfer the phenyl group to yield benzophenone.Reactions of R3Bi with benzoylpyridinium chloride selectively give the corresponding phenone in good yield. - Keywords: Synthesis; Aryl(trifluoromethyl)bismuth compounds; Benzoylpyridinium chloride; NMR spectroscopy; Inductive parameters; Resonance parameters; Metathesis reactions