Highly efficient C Cl bond cleavage and unprecedented C C bond cleavage of environmentally toxic DDT through molecular electrochemical catalysis
| Autor: | Tingting Huang, Xu Liang, Minzhi Li, John Mack, Martijn Wildervanck, Tebello Nyokong, Weihua Zhu |
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| Rok vydání: | 2017 |
| Předmět: |
Chemistry
Process Chemistry and Technology 010501 environmental sciences 010402 general chemistry Photochemistry Cleavage (embryo) Electrochemistry Electrocatalyst 01 natural sciences Medicinal chemistry Catalysis 0104 chemical sciences Alpha cleavage Nucleophile Yield (chemistry) Bond cleavage 0105 earth and related environmental sciences |
| Zdroj: | Applied Catalysis A: General. 545:44-53 |
| ISSN: | 0926-860X |
| DOI: | 10.1016/j.apcata.2017.07.026 |
| Popis: | The electrocatalytic properties of a Co(II)octaalkoxyphthalocyanine complex (Co(II)Pc) with eight strongly electron-donating substituents provide the first example of the complete dechlorination of DDT through molecular electrocatalysis, rather than the use of metal electrodes which had been achieved previously. Interaction with a highly nucleophilic [Co(I)Pc] 2− species results in rapid cleavage of the C (sp 3 ) Cl, C (sp 2 ) Cl and aromatic C (sp 2 ) Cl bonds. B is ( p -chlorophenyl)methanone (BPCl 2 ) is detected in high yield along with its full dechlorination product, diphenylmethanone (BP) and the conventional C Cl bond cleavage products, due to an unprecedented C C bond cleavage reaction that is followed by the formation of a C−O bond. Theoretical calculations are used to analyze trends in the electronic structure of the Co(II)octaalkoxyphthalocyanine complex that account for the efficiency of the C Cl bond cleavage reactions, and the reaction process and mechanism are analyzed in depth. |
| Databáze: | OpenAIRE |
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