期刊
ORGANIC & BIOMOLECULAR CHEMISTRY
卷 9, 期 23, 页码 8046-8050出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c1ob06245j
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资金
- Deutsche Forschungsgemeinschaft [SFB 749]
The kinetics of the reactions of thiocarboxylate and thiocarbonate anions with benzhydrylium ions have been determined in acetonitrile solution using laser-flash photolytic techniques. The second-order rate constants (k) correlate linearly with the electrophilicity parameters E of the benzhydrylium ions, as required by the correlation log k (20 degrees C) = s(N)(N + E) (J. Am. Chem. Soc., 2001, 123, 9500-9512), allowing us to calculate the nucleophile-specific parameters N and sN for these anions. With these parameters, a direct comparison of the reactivities of thiocarboxylate, dithiocarbonate and dithiocarbamate anions with other nucleophiles becomes possible.
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