Investigation of acid-based properties of mono- and diaza[5]helicenes by non-aqueous capillary electrophoresis and quantum chemical calculations

0469334 - ÚOCHB 2017 CZ eng C - Conference Paper (international conference)
Šolínová, Veronika - Štěpánová, Sille - Jančařík, Andrej - Klívar, Jiří - Šámal, Michal - Stará, Irena G. - Vacek Chocholoušová, Jana - Vacek, Jaroslav - Starý, Ivo - Kašička, Václav
Investigation of acid-based properties of mono- and diaza[5]helicenes by non-aqueous capillary electrophoresis and quantum chemical calculations.
Advances in Chromatography and Electrophoresis & Chiranal 2016. Olomouc: Palacký University, 2016 - (Maier, V.), s. 164-165. ISBN 978-80-244-4961-6.
[Advances in Chromatography and Electrophoresis & Chiranal 2016. Olomouc (CZ), 06.06.2016-09.06.2016]
R&D Projects: GA ČR(CZ) GA15-01948S
Institutional support: RVO:61388963
Keywords : capillary electrophoresis * azahelicenes * acidity constant
Subject RIV: CB - Analytical Chemistry, Separation

Non-aqueous capillary electrophoresis (NACE) using methanol (MeOH) as a solvent of the background electrolytes was used to determine the thermodynamic acidity (ionization) constants (pKa) of a series of monoaza[5]helicenes and diaza[5]helicenes protonated to the first degree in MeOH and water. Depending on the number and position of the nitrogen atoms in their molecules, the analyzed aza[5]helicenes were found to be weak to moderate bases with methanolic pKa,MeOH in the range 3.90-8.75 and with aqueous pKa,H2O in the range 3.53-8.28.
Permanent Link: http://hdl.handle.net/11104/0267206