Studies on the reactions of fluoroalkanesulfonyl azide with aromatic compounds |
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| Authors: | Shizheng Zhu Ping He |
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| Institution: | a Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, People's Republic of China
b College of Chemical Environment, South China Normal University, Guangzhou 510631, China |
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| Abstract: | The thermal decomposition reactions of fluoroalkanesulfonyl azides RfSO2N3 (1) in the presence of various substituted benzene XnC6H6−n X: CH3 (n=1, 2, 4, 6), OCH3 (n=1, 2), C6H5CH2 (n=1), F, Cl, Br] were studied in detail. The N-aryl fluoroalkanesulfonyl amides RfSO2NHC6H5−nXn] were produced as the major products. The ortho/para ratio resembled that of an electrophilic aromatic substituted reaction. An ionic π- or σ-complex was postulated as the intermediate for these reactions. |
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| Keywords: | Fluoroalkanesulfonyl azide Aromatic compound σ-Complex Thermal decomposition reaction |
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