A new strategy to generate super and hyper acids with simple organic molecules exploiting σ-hole interaction
| Autor: | Bishwajit Ganguly, Anusuya Saha, Mrinal Kanti Si |
|---|---|
| Rok vydání: | 2019 |
| Předmět: |
chemistry.chemical_classification
Range (particle radiation) Cyclopentadiene Base (chemistry) General Physics and Astronomy Potential candidate 02 engineering and technology Electrolyte 010402 general chemistry 021001 nanoscience & nanotechnology 01 natural sciences 0104 chemical sciences Organic molecules chemistry.chemical_compound chemistry Computational chemistry Simple (abstract algebra) Physical and Theoretical Chemistry 0210 nano-technology Conjugate |
| Zdroj: | Physical chemistry chemical physics : PCCP. 21(32) |
| ISSN: | 1463-9084 |
| Popis: | Super and hyper acidity can be achieved using σ-hole non-covalent interactions with simple organic systems. The σ-hole interaction can stabilize the conjugate base of acids to such an extent that cyclopentadiene yields a ΔHacid of 256 kcal mol−1, which is ∼100 kcal mol−1 lower than the reported results. The hyper acidic value of 209.0 kcal mol−1 of organic acids has been achieved without electron-withdrawing substituents rather exploiting only σ-hole interaction. Remarkably, the 1st and 2nd acidity values (∼229 kcal mol−1) of comparable strength in the hyperacid range have been observed for the first time using DFT computations. The simple organic acids were predicted to reach the pKa values in the range of −7.3 to −7.8 in DMSO, which is remarkably lower than previous reports. These stable anions can be a potential candidate for application as an effective electrolyte in lithium-ion batteries. |
| Databáze: | OpenAIRE |
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