Electrochemical transformation of DDT into new 2-(Bis(4-chlorophenyl)methylene) and 2-(Bis(4-chlorophenyl)methyl)phenanthro[9,10-d][1,3]dioxoles

摘要

Concomitant cathodic reduction of 9,10-phenanthrenequinone and 1,1,1-trichloro-2,2-bis(4-chlorophenyl) ethane (DDT), under constant potential conditions, led to new and interesting [1,3]clioxoles through two possible and simultaneous reaction pathways: (1) an electron-transfer from the quinone dianion to DDT molecules, and (2) electrogeneration of a carbene from DDT and further reaction with the 9,10-phenanthrenequinone dianion. Mechanism proposals are discussed. (C) 2016 Elsevier Ltd. All rights reserved.