Reduction of carbadox mediated by reaction of Mn(III) with oxalic acid

Wan Ru Chen, Cun Liu, Stephen A. Boyd, Brian J. Teppen, Hui Li

研究成果: Article同行評審

26 引文 斯高帕斯(Scopus)

摘要

Manganese(III) geocomponents are commonly found in the soil environment, yet their roles in many biogeochemical processes remain unknown. In this study, we demonstrated that MnIII generated from the reaction of MnO 2 and oxalic acid caused rapid and extensive decompositions of a quinoxaline-di-N-oxide antibiotics, viz carbadox. The reaction occurred primarily at the quinoxaline-di-N-oxide moiety resulting in the removal of one - O from N1-oxide and formation of desoxycarbadox. The reaction rate was accelerated by increasing amounts of MnIII, carbadox and oxalate. The critical step in the overall reaction was the formation of a quinoxaline-di-N-oxide/MnIII/oxalate ternary complex in which Mn III functioned as the central complexing cation and electron conduit in which the arrangement of ligands facilitated electron transfer from oxalate to carbadox. In the complex, the C - C bond in oxalate was cleaved to create CO2-• radicals, followed by electron transfer to carbadox through the MnIII center. This proposed reaction mechanism is supported by the reaction products formed, reaction kinetics, and quantum mechanical calculations. The results obtained from this study suggest that naturally occurring MnIII-oxalic acid complexes could reductively decompose certain organic compounds in the environment such as the antibiotic quinoxaline-di-N-oxide.

原文English
頁(從 - 到)1357-1364
頁數8
期刊Environmental Science and Technology
47
發行號3
DOIs
出版狀態Published - 2013 二月 5

All Science Journal Classification (ASJC) codes

  • 化學 (全部)
  • 環境化學

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