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[摘要]：The electrosynthesis of highly hindered secondary alkyl diamines through the formation of C-N bonds was successfully performed in 1-pot under mild conditions using an environmentally friendly method. The electrochem. behavior of 4 hindered secondary alkyl amines (di-tert-butylamine (1), tert-amyl-tert-butylamine (2), di-tert-amylamine (3) and tert-amyl-tert-octylamine (4)) is described. Effects not only of the initial concn. of the corresponding di-tert-akylamine but also of the time on the initial oxidn. scan are reported for the 1st time for the electrochem. behavior of an aliph. amine. Also, valuable mechanistic information was provided from anal. of the intermediate species and final products generated when electrochem. oxidn. was performed. An electrocatalytic mechanism based on the propagation of free radical species leading to highly hindered diamines is tentatively proposed. The key role played by the radical cation as the intermediate initiator involved in the subsequent propagation cycle is demonstrated. |
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