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- W1991438534 abstract "Fifteen [C6H5(X)FeCp]+ cations with substituents X having different electron-donating or electron-withdrawing effects were treated with NaBH4 in glyme or THF. The relative distributions of products from o-, m-, p- and ipso-additions of the hydride ion to the arene ring were determined by high resolution 1H NMR. For the η6-N,N-dimethylaniline-η5-cyclopentadienyliron cation with the most electron-donating of the substituents studied, only m- and p-hydride addition products were obtained, while in the reaction with the η6-nitrobenzene-η5-cyclopentadienyliron cation, which contained the most electron-withdrawing of the substituents investigated, only the o-addition product was formed. For the other 13 cations, with X C6H5O, CH3O, p-CH3C6H4S, C6H5CH2, (CH3)3C, CH3, CH3CH2, C6H5, Cl, COOCH3, C6H5CO, CN and p-CH3C6H4SO2, o-, m- and p-hydride addition products were obtained in all cases, with a few instances also giving very minor amounts of ipso-adducts. The relative product distributions observed were interpreted by suggesting that while electronic effects played a major role, steric factors and free valency effects favoring o-addition as suggested by MO calculations [5] could also exert their influence in giving rise to the overall results." @default.
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- W1991438534 date "1987-10-01" @default.
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- W1991438534 title "Product distributions in the addition of the hydride ion to cyclopentadienyliron complexes of substituted benzenes" @default.
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- W1991438534 doi "https://doi.org/10.1016/s0022-328x(00)99813-9" @default.
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