Polycyclic croissant-like organic compounds are powerful superbases in the gas phase and acetonitrile--a DFT study
A new type of the π-electron polycyclic organic superbases is proposed exhibiting very high proton affinities in the gas phase spanning the range from 280 to 323 kcal mol(-1) and the pK(a) up to 41.4 units in the MeCN solutions. Their salient feature is formation of the (H(+))-bridge upon protonatio...
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| Veröffentlicht in: | Chemical communications (Cambridge, England) England), 2011-01, Vol.47 (4), p.1327-1329 |
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| Hauptverfasser: | , |
| Format: | Artikel |
| Sprache: | eng |
| Online-Zugang: | Volltext |
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| Zusammenfassung: | A new type of the π-electron polycyclic organic superbases is proposed exhibiting very high proton affinities in the gas phase spanning the range from 280 to 323 kcal mol(-1) and the pK(a) up to 41.4 units in the MeCN solutions. Their salient feature is formation of the (H(+))-bridge upon protonation and a strong cationic resonance effect in the corresponding conjugate acids. |
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| ISSN: | 1359-7345 1364-548X |
| DOI: | 10.1039/c0cc03386c |