Theoretical Study of the Substituent Effects on the S−H Bond Dissociation Energy and Ionization Energy of 3-Pyridinethiol: Prediction of Novel Antioxidant

Citations Over TimeTop 17% of 2006 papers

Abstract

The S-H bond dissociation enthalpies [BDE(S-H)] of a set of 5-X- and 6-X-3-pyridinethiols (X = F, Cl, CH3, OCH3, NH2, N(CH3)2, CF3, CN, and NO2) have been computed using the density functional theory based (RO)B3LYP procedure with 6-311++G(2df,2p) basis set. The effects of substituents on the BDE(S-H), proton affinity of the pyridinethiol anion [PA(S-)] and ionization energy (IE) are analyzed and their correlations with Hammett's substituent constants are examined. Subsequently, a series of 6-substituted 3-pyridinethiols have been explored to find out their antioxidant potentials. Finally, a number of 3-pyridinethiol based compounds are theoretically proposed as novel antioxidants.

Related Papers

• → Assessment of Density Functional Theory Methods for the Computation of Heats of Formation and Ionization Potentials of Systems Containing Third Row Transition Metals(2007)100 cited
• → Benchmark study of bond dissociation energy of Si X (X F, Cl, Br, N, O, H and C) bond using density functional theory (DFT)(2017)18 cited
• → DFT Study on Homolytic Dissociation Enthalpies of C—I Bonds(2013)10 cited
• Lee-Yang-Parr ( B3LYP) Density Functional Theory Calculations of Di-Cyano Naphthalene Molecules Group(2013)
• Calculations of Bond Dissociation Energies and Bond Lengths of C-X (X: Cl, Br) for Several Kinds of Halogenohydrocarbon Molecules(2009)