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Determination of pKa values of fluoroalkanesulfonamides and investigation of their nucleophilicity |
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| Authors: | Cheng-Pan Zhang Qing-Yun Chen Yu-Cheng Gu |
| Affiliation: | a Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China b Hunan University of Chinese Medicine, Changsha, Hunan Province 410208, China c Syngenta, Jealott's Hill International Research Centre, Bracknell, Berkshire RG42 6EY, UK |
| Abstract: | The pKa values of a series of fluoroalkanesulfonylamides were measured by potentiometric titration. Different kinds of alkyl halides and tosylates were employed to investigate the nucleophilicity of fluoroalkanesulfonylamides. Fluoroalkanesulfonylamides with longer fluoroalkyl chain have weaker nucleophilicity. |
| Keywords: | pKa values Fluoroalkanesulfonamides Nucleophilicity Substitution Alkylation Nucleophiles |
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