1992•Journal of the Chemical Society Dalton TransactionsRequires access

Studies of the protonation in aqueous solution of 1-thia-4,7-diazacyclononane, 1-thia-4,8-diazacyclodecane and 5-thia-2,8-diazanonane

Dorine Wambeke, Dirk Van de Vondel, Eric Claeys, G.G. Herman, Andr� M. Goeminne

Abstract

The acid–base properties of 1-thia-4,7-diazacyclononane, 1-thia-4,8-diazacyclodecane and of 5-thia-2,8-diazanonane have been investigated in aqueous solution (25 °C, 0.1 mol dm–3 KNO3) by pH potentiometry, adiabatic calorimetry and 1H NMR spectroscopy. The cyclic diamines show a less effective solvation by water in the first protonation step with respect to the open-chain diamine. The presence of an internal hydrogen bond in the first protonation step of 1-thia-4,8-diazacyclodecane is evidenced.

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Key concepts: Protonation, Aqueous solution, Solvation, Chemistry, Diamine, Hydrogen bond, Calorimetry, Inorganic chemistry