| Autor: |
Hoz, A. de la, Almena, I., Foces-Foces, C., Yanez, M., Mo, O., Alcami, M., Jagerovic, N., Elguero, J. |
| Zdroj: |
The Journal of Physical Chemistry - Part B; December 2001, Vol. 105 Issue: 51 p12759-12770, 12p |
| Abstrakt: |
2-(1-Pyridin-2-one)benzimidazole was synthesized in order to determine its structure in the solid state, its NMR properties, and its behavior in absorption−emission electronic spectroscopy. To rationalize these properties, ab initio calculations have been carried out on its ground and excited states. A three-center N−H···O&dbd;C hydrogen bond connects the molecules in the crystal forming chains parallel to the c axis. The intramolecular hydrogen bond promotes coplanarity of both ring systems. In the ground state, only the N−H tautomer exists as a local minimum of the potential energy surface, while in the excited-state, both tautomers are found to be stable. The main consequence is that the photochemical behavior of this compound is governed by the existence of a proton transfer in its excited state. |
| Databáze: |
Supplemental Index |
| Externí odkaz: |
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