Spontaneous proton transfer in a series of amphoteric molecules under hydrostatic pressure
| Autor: | Xiao Tan, Yi Wang, Bo Zou, Minjie Li, Sean Xiao-An Zhang, Binhong Yu, Kai Wang, Yu-Mo Zhang, Lingrui Wang |
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| Rok vydání: | 2019 |
| Předmět: |
Series (mathematics)
Proton Chemistry Hydrostatic pressure Intermolecular force General Physics and Astronomy 02 engineering and technology Conjugated system 010402 general chemistry 021001 nanoscience & nanotechnology 01 natural sciences Acceptor 0104 chemical sciences Crystal Physical chemistry Molecule Physical and Theoretical Chemistry 0210 nano-technology |
| Zdroj: | Physical Chemistry Chemical Physics. 21:17696-17702 |
| ISSN: | 1463-9084 1463-9076 |
| DOI: | 10.1039/c9cp02445j |
| Popis: | Herein, high-pressure behaviour of a series of amphoteric molecules in the crystal form was investigated, and the detailed experimental and calculated data revealed that hydrostatic pressure could result in intermolecular proton transfer in addition to the previously reported changes in molecular conformations and enhancement of intermolecular forces. Furthermore, by comparing (2-(3,3-dimethyl-3H-indol-2-yl)vinyl)-4-nitrophenol (AM-N) with the control molecules de-nitrated AM, nitro-mismatched OM-N and methylated AM-N-C, it was found that the pressure-triggered proton transfer in the crystal was not a simple loss or gain of protons as that in solution; instead, it involved the sharing of protons by their gradual deviation from a proton donor to a proton acceptor. The proton deviation degree strongly depends on the distance between the proton donor and acceptor in the crystal, rather than molecular acidity and basicity in solution. Moreover, regarding its potential applications, the acid-base conjugated amphoteric molecule AM-N could be applied in accurate colorimetric pressure sensing, and its accuracy was close to that of the widely used high-pressure indicator ruby pressure marker. |
| Databáze: | OpenAIRE |
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