Chiral <i>C</i><sub>2</sub>-Symmetric Diimines with 4,5-Diazafluorene Units
Eugene S. Vasilyev,
Sergey N. Bizyaev,
Vladislav Yu. Komarov,
Yury V. Gatilov,
Alexey V. Tkachev
Affiliations
Eugene S. Vasilyev
N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of Russian Academy of Sciences, 9 Academician Lavrentiev Ave., Novosibirsk 630090, Russia
Sergey N. Bizyaev
N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of Russian Academy of Sciences, 9 Academician Lavrentiev Ave., Novosibirsk 630090, Russia
Vladislav Yu. Komarov
Nikolaev Institute of Inorganic Chemistry, Siberian Branch of Russian Academy of Sciences, Novosibirsk 630090, Russia
Yury V. Gatilov
N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of Russian Academy of Sciences, 9 Academician Lavrentiev Ave., Novosibirsk 630090, Russia
Alexey V. Tkachev
N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of Russian Academy of Sciences, 9 Academician Lavrentiev Ave., Novosibirsk 630090, Russia
A synthetic approach to a new group of stable chiral C2-symmetric diimines with the 4,5-diazafluorene core has been developed based on condensation of dipinodiazafluorene with aromatic diamines. The chemical structures of new compounds were proven by spectroscopic methods and X-ray crystallography. All the compounds form solvates with organic solvents (chloroform, benzene, 1,4-dioxane) and water. Specific spectral data of the new compounds are explained using calculated data (DFT). Diimines of the pinodiazafluorene series give colored reactions with transition metal ions and can be regarded as prospective polydentate ligands with interesting luminescent and chiroptical properties.
