Molecular recognition of nitrogen–containing bases by Zn[5,15-bis-(2,6-dodecyloxyphenyl)]porphyrin

Авторы публикации: 
Maltceva O., Mamardashvili G., Khodov I., Lazovskiy D., Khodova V., Krest'yaninov M., Mamardashvili N., Dehaen W.
Supramolecular Chemistry
Год публикации: 
V. 29, № 5. -- P. 360-369

By means of spectrophotometric titration and 1H NMR spectroscopy, the selective binding ability of the Zn-5,15-bis-(2,6-dodecyloxyphenyl)porphyrin towards nitrogen containing organic molecules of various nature has been studied. It has been found that the presence of long alkoxy substituents at the ortho-positions of the Zn-porphyrin phenyl rings prevents the axial coordination of tertiary amines and, conversely, creates favourable conditions for binding of a primary diamine due to the presence of additional binding sites, namely the oxygen atoms of the orthoortho′- dodecyloxy substituents of the meso phenyl groups. The formation of stable complexes with multiple binding sites has been confirmed by DFT quantum chemical calculations and two-dimensional NMR experiments.

Ходов Илья Анатольевич