| Autor: |
Singh N; School of Chemistry, The University of Manchester, Manchester M60 1QD, UK., Loader RJ, O'Malley PJ, Popelier PL |
| Jazyk: |
angličtina |
| Zdroj: |
The journal of physical chemistry. A [J Phys Chem A] 2006 May 25; Vol. 110 (20), pp. 6498-503. |
| DOI: |
10.1021/jp0553885 |
| Abstrakt: |
A recently proposed method called quantitative topological molecular similarity (QTMS) generated a model for the computation of the relative substituent effects on the bond dissociation enthalpies (DeltaBDEs) for a set of 39 phenols. The data set includes a diverse set of substituents with monosubstituted and poly-substituted derivatives that exhibit different electronic and steric effects. Many share common structural features with already well-established antioxidants. QTMS reveals the active region of the substituted phenols and identifies the electronic descriptors that best explain the range of DeltaBDEs observed. For substituents in the 4-X position (para) we find that our model requires a correction for radical stabilization enthalpy (RSE). Application of the QTMS methodology yields an unrivalled QSAR with r(2) = 0.98 and q(2) = 0.85 for the bond dissociation enthalpies of this phenolic antioxidant data set. |
| Databáze: |
MEDLINE |
| Externí odkaz: |
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