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Voltammetric study of inclusion of p-sulfonated thiacalix[n]arenes (n = 4, 6) toward ferrocenyl guests in aqueous solutions

Inclusion behavior of negatively charged host molecules, thiacalix[4]arene-p-tetrasulfonate (TC4AS) and [6]arene-p-hexasulfonate (TC6AS), toward (ferrocenylmethyl)trimethylammonium (FcCH2NMe3+), hydroxymethylferrocene (FcCH2OH), ferrocenecarboxylic acid (FcCOOH), and 1,1?-ferrocenedicarboxylic acid (Fc(COOH)2) was studied in aqueous solutions (pH 7.0) with cyclic voltammetry. Upon increasing the concentration of TC4AS to 4-fold of each guest, the anodic peak current density (jp,a) decreased, suggesting inclusion of the ferrocenyl guests in TC4AS. Also oxidation half-wave potential (E1/2) of FcCH2NMe3+, FcCH2OH, and FcCOOH was shifted to cathodic direction, showing preferential inclusion of the oxidative state. Inclusion of neutral guests such as FcCH2OH and Fc+COO- implies that hydrophobic interaction between TC4AS and the guests is the chief driving force for formation of host-guest assembly. The decrease of E1/2 for each guest was in the order: FcCH2NMe3+ > FcCH2OH > FcCOOH, suggesting that electrostatic interaction controls the preference toward oxidative form of the guest. Dicarboxylic Fc(COOH)2 showed decrease of jp,a but increase of E1/2 upon inclusion, suggesting TC4AS preferred reduced form Fc(COOH)2 to oxidized form Fc+(COO-)2. TC6AS behaved similarly to TC4AS but with larger decrease in of E1/2 and jp,a. The larger shift of E1/2 for inclusion of FcCOOH, the oxidative form of which is also neutral (Fc+COO-), than that attained with TC4AS endorses main role of hydrophobic interaction between TCnAS (n = 4, 6) and ferrocenyl guest molecules. Having the most preferential electrostatic interaction, kinetically stable complex was formed between TC6AS and FcCH2NMe3+.

Voltammetric study of inclusion of p-sulfonated thiacalix[n]arenes (n = 4, 6) toward ferrocenyl guests in aqueous solutions

One of the oldest and most widely used commercial enzyme inhibitors is aspirin, Safety of Ferrocenemethanol, which selectively inhibits one of the enzymes involved in the synthesis of molecules that trigger inflammation. you can also check out more blogs about 1273-86-5

Reference£º
Iron Catalysis in Organic Synthesis | Chemical Reviews,
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion