Abstract
AbstractIn this article, the thermo‐kinetic parameter ΔG≠°(XH) was used to evaluate the H‐donating ability of amine and amide. The second‐order rate constants of 41 HAT reactions from amines and amides to CumO⋅ in acetonitrile at 298 K were researched. The thermo‐kinetic parameters of 28 amines and 13 amides XH were obtained by the kinetic equation as ΔG≠°(CumO⋅)=−41.63 kcal/mol was available in previous work. The scales of the H‐donating abilities of these 28 amines and 13 amides were determined by using the thermo‐kinetic parameters ΔG≠°(XH). The H‐donating abilities of amines are stronger than amides, except for two amines without α‐C−H. The influencing factors of hydrogen donation abilities and the explanation for the HAT reaction sites for amides and amines are discussed from the direction of thermodynamics and kinetics in detail.. The hydrogen donation ability is determined by the combination of thermodynamic bond dissociation free energy ΔGo(XH) and kinetic intrinsic resistance energy ΔG≠XH/X, that is the thermo‐kinetic parameter ΔG≠°(XH). The H‐donating abilities of these amines and amides were compared with four bioactive antioxidants, NADH coenzyme analogue BNAH, F420H and Vitamin C and E. The results showed that these amines and amides are all weak H‐donors.
Published Version
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