Investigation into the molecular and electronic structures of a newly synthesized o-quinone derivative
| Autor: | Tetsuji Moriguchi, Sachie Arae, Ryo Irie, Hitoshi Fujimoto, Nobutsugu Hamamoto |
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| Rok vydání: | 2019 |
| Předmět: |
010304 chemical physics
Dimer General Physics and Astronomy Hydrogen atom 010402 general chemistry 01 natural sciences 0104 chemical sciences chemistry.chemical_compound Crystallography chemistry Electron affinity 0103 physical sciences Molecule Density functional theory Physical and Theoretical Chemistry Cyclic voltammetry Ionization energy Derivative (chemistry) |
| Zdroj: | Chemical Physics. 524:77-84 |
| ISSN: | 0301-0104 |
| DOI: | 10.1016/j.chemphys.2019.04.033 |
| Popis: | We studied on the geometric and electronic structures of a newly synthesized compound, 3-(tert-butyl)dinaphtho[1,2-b;1′,2′-d]furan-12,13-dione (1), having a twisted molecular structure at an o-quinone region in a crystal. The density functional theory (DFT) has been applied to investigate the geometric and electronic structures using the model compound (1H), where a tertiary butyl group of the compound 1 is replaced by a hydrogen atom. The optimized geometry for the model dimer of 1H represented well the twisted molecular structure of 1. The time-dependent DFT method explained the observed optical properties of 1 in a solution and a powdery solid. The DFT calculations also gave a good estimation of the ionization potential and the electron affinity of 1H, explaining a similarity in reduction and a difference in oxidation between 1H and o-benzoquinone. This similarity in the electron affinity was confirmed by measuring a reduction potential of the compound 1 with cyclic voltammetry. |
| Databáze: | OpenAIRE |
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