Citation: Hong Yu ZHANG, You Min SUN, De Zhan CHEN. Why Static O-H Bond Parameters Cannot Characterize the Free Radical Scavenging Activity of Phenolic Antioxidants:ab initio Study[J]. Chinese Chemical Letters, ;2001, 12(1): 75-78. shu

Why Static O-H Bond Parameters Cannot Characterize the Free Radical Scavenging Activity of Phenolic Antioxidants:ab initio Study

1.
Laboratory for Computational Biology Zibo University Zibo 255091;
2.
Department of Chemistry Shandong Teachers' University Jinan 250014

Received Date: 15 June 2000

The static O-H bond parameters including O-H bond length, O-H charge difference, O-H Mulliken population and O-H bond stretching force constant (k) for 17 phenols were calculated by ab initio method HF/6-31G^**. In combination with the O-H bond dissociation enthalpies (BDE) of the phenols determined by experiment, it was found that there were poor correlationships between the static O-H bond parameters and O-H BDE. Considering the good correlationship between O-H BDE and logarithm of free radical scavenging rate constant for phenolic antioxidant, it is reasonable to believe that the ineffectiveness of static O-H bond parameters in characterizing antioxidant activity arises from the fact that they cannot measure the O-H BDE.
- Antioxidants,
- free radical scavenging effect,
- O-H bond dissociation enthalpy,
- O-H bond length,
- O-H bond stretching force constant,
- O-H charge difference,
- O-H Mulliken population,
- QSAR.
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