Molecular recognition of nitrogen – containing bases by Zn[5,15-bis-(2,6-dodecyloxyphenyl)]porphyrin
| Autor: | Veronika Khodova, Ilya A. Khodov, Galina M. Mamardashvili, Michael A. Krestyaninov, Olga V. Maltceva, Nugzar Zh. Mamardashvili, Wim Dehaen, Dmitriy A. Lazovskiy |
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| Rok vydání: | 2016 |
| Předmět: |
inorganic chemicals
Quantum chemical Primary (chemistry) chemistry.chemical_element 02 engineering and technology General Chemistry 010402 general chemistry 021001 nanoscience & nanotechnology Photochemistry 01 natural sciences Medicinal chemistry Nitrogen Porphyrin 0104 chemical sciences chemistry.chemical_compound Molecular recognition chemistry Diamine Alkoxy group Binding site 0210 nano-technology |
| Zdroj: | Supramolecular Chemistry. 29:360-369 |
| ISSN: | 1029-0478 1061-0278 |
| DOI: | 10.1080/10610278.2016.1238473 |
| Popis: | 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 ortho–ortho′- 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. |
| Databáze: | OpenAIRE |
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