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Assessment of the importance of changes in ground-state energies on the bond dissociation enthalpies of the O-H bonds in phenols and the S-H bonds in thiophenols
- Source :
- Journal of the American Chemical Society. July 27, 1994, Vol. 116 Issue 15, p6605, 6 p.
- Publication Year :
- 1994
-
Abstract
- Analyses of homolytic bond dissociation enthalpies (BDEs) of O-H bonds in phenols and S-H bonds in thiophenols show that M- and P-electron withdrawing substituents decrease the ground-state energies, which increases BDEs in the order S-H < N-H < O-H. Paradonor groups stabilize the radicals to decrease BDEs of the acidic H-A bonds. Oxidation potentials of various O-, M- and P-substituted thiophenols exhibit a linear relationship with their pKHA.+ values.
- Subjects :
- Chemical bonds -- Analysis
Enthalpy -- Observations
Chemistry
Subjects
Details
- ISSN :
- 00027863
- Volume :
- 116
- Issue :
- 15
- Database :
- Gale General OneFile
- Journal :
- Journal of the American Chemical Society
- Publication Type :
- Academic Journal
- Accession number :
- edsgcl.15723391