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- W2022045214 abstract "Abstract The electrochemical behaviour of 8-ferrocenyl-2-hydroxytricyclo [7.3.1.02,7] tridecan-13-one (1) has been examined in different non-aqueous solvents. It undergoes a one-electron oxidation to the corresponding monocation [11]+ at potential values slightly lower than that of unsubstituted ferrocene. [1]+ is stable under an inert atmosphere, but immediately decomposes upon exposure to air. Attempts to identify the relevant decomposition products failed. In a search for reactive sites in the 17-electron [1]+, an extended mass spectrometric study of the redox couple 1/[1]+ has been carried out. Their fragmentation pathways show that the skeleton of the ferrocenyl monocation is made labile by the primary loss of H2O from the hydroxy group in the peripheral substituent, as well as by carbonyl-based fragmentations. Comparison with the electrochemical and mass spectral behaviour of the ferrocene molecule bearing the unreactive 2,2-dimethylpropyl substituent (3) supports the hypothesis that the high sensitivity of [1]+ to dioxygen arises from the fact that the removal of one electron makes the functional groups present in the lateral fused-rings assembly particularly reactive." @default.
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- W2022045214 date "1993-02-01" @default.
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- W2022045214 title "The redox behaviour of ferrocene derivatives II. 8-Ferrocenyl-2-hydroxytricyclo[7.3.1.02,7]tridecan-13-one and 2,2-dimethylpropylferrocene" @default.
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- W2022045214 doi "https://doi.org/10.1016/0022-328x(93)83071-3" @default.
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