67670-43-3Relevant academic research and scientific papers
A new route to thiocarbonyl-iron complexes: Preparation of FeII[porphyrin][C(Cl)SR] carbene complexes and their conversion to FeII[porphyrin][CS] complexes
Battioni, Jean-Paul,Chottard, Jean-Claude,Mansuy, Daniel
, p. 2056 - 2062 (2008/10/08)
The reaction of trichloromethyl-thioalkyl compounds including the widely used fungicides Captan and Folpet with iron(II) porphyrins in the presence of a reducing agent in excess leads to the formation of new carbene complexes, Fe[porphyrin][C(Cl)SR], whose stabilities are strongly dependent on the nature of the R substituent. Upon treatment by a catalytic amount of FeCl2 or CuCl2, some of them are decomposed into thiocarbonyliron(II)-porphyrin complexes, Fe[porphyrin][CS], in nearly quantitative yields. Various Fe[porphyrin][CS][L] complexes have thus been obtained by this method and characterized by UV-visible, IR, and 1H and 13C NMR spectroscopy. They are very stable to dioxygen and nucleophiles but react with primary amines R′NH2 in excess to give the Fe[porphyrin][CNR′][R′NH2] complexes. Reduction of C6H5SCHCl2 by iron(II) tetraphenylporphyrin, Fe[TPP], leads to the Fe[TPP][CHSC6H5] complex, which is the first example of an iron(II) porphyrin complex bearing a secondary CHR carbene.
