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| - Voltammetric Studies of Through-Space and Through-Bond Electrostatic Interactions inAlkyl Linked Ferrocene and Benzoaza-15-crown-5 Receptor Molecules in Acetonitrile
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| - Six new ferrocene alkyl-benzoaza-15-crown-5 molecules with different alkyl spacer lengths were synthesizedand investigated by voltammetry in acetonitrile. Their mean potentials (E°‘) were more negative than that offerrocene. The changes were greater for the bis-substituted ligands than for the monosubstituted ones. Increasingthe alkyl spacer length shifted E°‘ negatively from −CH2− to −(CH2)2− but positively from −(CH2)2− to−(CH2)4−. This unusual variation is attributed to the combined electron donating and withdrawing influencesand also the steric effect from the substituents on the ferrocene moiety. Analyses of the potentials of themolecules and their fully protonated forms suggested intramolecular electrostatic signaling through not onlythe space but also the alkyl chain which is usually considered to be an insulator for through-bondcommunication. Diffusion coefficients with insignificant differences between the receptors and their fullyprotonated forms were derived from cyclic voltammograms, suggesting insignificant further conformationalvariation upon protonation.
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