Tweaking the proton transfer triggered proton transfer of 3,5-bis(2-hydroxyphenyl)-1H-1,2,4-triazole
| Autor: | Saugata Sahu, Govindarajan Krishnamoorthy, Minati Das |
|---|---|
| Rok vydání: | 2019 |
| Předmět: |
Proton
Hydrogen Hydrogen bond Intermolecular force General Physics and Astronomy 1 2 4-Triazole chemistry.chemical_element 02 engineering and technology 010402 general chemistry 021001 nanoscience & nanotechnology Photochemistry 01 natural sciences 0104 chemical sciences chemistry.chemical_compound chemistry Dimethylformamide Molecule Physical and Theoretical Chemistry 0210 nano-technology Conformational isomerism |
| Zdroj: | Physical Chemistry Chemical Physics. 21:15669-15677 |
| ISSN: | 1463-9084 1463-9076 |
| DOI: | 10.1039/c9cp02281c |
| Popis: | The proton transfer of 3,5-bis(2-hydroxyphenyl)-1H-1,2,4-triazole (bis-HPTA), a fluorophore proficient in self-aided twin proton transfer, has been explored in the presence of dimethylformamide (DMF). The proton transfer is completely altered in the presence of DMF (compared to that in other solvents). Bis-HPTA forms a hydrogen bonded complex with DMF molecules, which shift the conformer equilibrium. Theoretical calculations predicted that the DMF complexes of bis-HPTA-II and bis-HPTA-III are more stable than the complexes of other conformers. Upon excitation, bis-HPTA-II transfers a proton to a DMF molecule to form an anion and bis-HPTA-III transfers a proton to a ring nitrogen to form a keto form. Silver particles reverse the effect of DMF. They regenerate bis-HPTA-I by removing the intermolecular hydrogen bond and thereby they reestablish the proton transfer triggered proton transfer (PTTPT). |
| Databáze: | OpenAIRE |
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