Substituent effects on O–H and S–H bond dissociation enthalpies of disubstituted phenols and thiophenols |
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| Authors: | Daniel J. V. A. dos Santos Ana S. Newton Raul Bernardino Rita C. Guedes |
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| Affiliation: | 1. iMed.UL/CECF, Faculty of Pharmacy, University of Lisbon, Av. Prof. Gama Pinto, 1649‐003 Lisbon, Portugal;2. Instituto Politécnico de Leiria, Escola Superior Tecnologia do Mar, Santuário N.a Sra. dos Remédios, Apartado 126, 2524–909 Peniche, Portugal |
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| Abstract: | The O–H and S–H homolytic bond dissociation enthalpies of a set of disubstituted phenols and thiophenols (NH2, OH, CH3, Cl, CF3, and NO2) have been computed by a density functional theory procedure with the 6‐311++G(d,p) basis set. A very good agreement between our results and available experimental ones is observed. The effect of substituents on structure, charges and BDEs are investigated and their correlation with Hammett parameters is studied. © 2007 Wiley Periodicals, Inc. Int J Quantum Chem, 2008 |
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| Keywords: | phenol thiophenol antioxidant bond dissociation enthalpies DFT disubstituted |
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