88760-49-0Relevant academic research and scientific papers
171. New Synthetic Routes to β-Olefinic Triphenylphosphonium Salts via (Diolefin)tricarbonyliron Complexes
Salzer, Albrecht,Hafner, Andreas
, p. 1774 - 1785 (1983)
The regio- and stereospecific preparation of β-olefinic triphenylphosphonium salts, starting from (diolefin)tricarbonyliron compounds is described.The latter are converted by various routes into either +- or +-derivatives.The allylic cations, when reacted with P(C6H5)3, yield uncomplexed (2-en-1-yl)triphenylphosphonium salts in good yields, while treatment of the dienyl cations with P(C6H5)3 leads to the quantitative formation of (2,4-diene-1-yl)triphenylphosphonium ions still coordinated to the Fe(CO)3-moiety.A method of oxidative decomposition is described, by which the free phosphonium salts can be obtained.All new compounds were characterized by 13C-NMR spectra and also, where necessary, by 1H-NMR decoupling experiments to comfirm the stereochemical assignments.Many of the new phosphonium salts, potentially useful as Wittig reagents for natural product syntheses, are difficult to obtain by convetional unequivocal routes.
