Establishment of the C-NO bond dissociation energy scale in solution and its application in analyzing the trend of NO transfer from C-nitroso compound to thiols.
The first set of experimentally determined C-NO bond homolytic and heterolytic dissociation enthalpies in solution is derived by using direct titration calorimetry combined with appropriate electrode potentials through thermodynamic cycles. The homolytic bond dissociation energy scale (BDEs) of the corresponding C-NO bonds in the gas phase was also calculated at the MP2/6-311+G**//B3LYP/6-31G* level and BP86/6-31G*//B3LYP/6-31G* level of theory for the purpose of comparison. The C-NO and S-NO bond thermodynamic parameters were used to predict the trend of NO transfer from C-nitroso substrates to thiols in acetonitrile solution.
Li
Xin
X
State Key Laboratory of Elemento-Organic Chemistry, Department of Chemistry, Nankai University, Tianjin 300071, China.
Deng
Hui
H
Zhu
Xiao-Qing
XQ
Wang
Xiaoxiao
X
Liang
Hao
H
Cheng
Jin-Pei
JP
D000097:Acetonitriles / Q000737:chemistry; D002151:Calorimetry; D007700:Kinetics; D009569:Nitric Oxide / Q000737:chemistry*; D009603:Nitroso Compounds / Q000737:chemistry*; D010084:Oxidation-Reduction; D026403:S-Nitrosothiols / Q000737:chemistry; D012996:Solutions; D013438:Sulfhydryl Compounds / Q000737:chemistry*; D013816:Thermodynamics
D000097:Acetonitriles; D009603:Nitroso Compounds; D026403:S-Nitrosothiols; D012996:Solutions; D013438:Sulfhydryl Compounds; D009569:Nitric Oxide; C032159:acetonitrile