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On the Physicochemical Properties of Pyridohelicenes
Author(s) -
Vacek Chocholoušová Jana,
Vacek Jaroslav,
Andronova Angelina,
Míšek Jiří,
Songis Olivier,
Šámal Michal,
Stará Irena G.,
Meyer Michel,
Bourdillon Mélanie,
Pospíšil Lubomír,
Starý Ivo
Publication year - 2014
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201204410
Subject(s) - protonation , chemistry , redox , electron paramagnetic resonance , cyclic voltammetry , nitrogen atom , titration , computational chemistry , spectroscopy , kinetic energy , electrochemistry , inorganic chemistry , organic chemistry , nuclear magnetic resonance , physics , group (periodic table) , quantum mechanics , electrode , ion
A comprehensive study on the physicochemical properties of a series of mono‐ and diaza[5]helicenes as well as mono‐ and diaza[6]helicenes is reported. Through the use of both computational and experimental methods, these helically chiral pyridohelicenes with the nitrogen atom(s) in various positions are characterised according to their inversion barriers, protonation constants and redox potentials. By using DFT calculations, kinetic measurements, UV/Vis titrations, cyclic voltammetry and EPR spectroscopy, a self‐contained picture of their behaviour under conventional treatment by heat, acids and oxidising/reducing agents is provided.