期刊
CHEMISTRY-AN ASIAN JOURNAL
卷 11, 期 24, 页码 3568-3574出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/asia.201601299
关键词
NIH shift; photochemistry; hydroxylation of aromatics; reaction mechanisms; water chemistry
资金
- 973 project [2013CB632405]
- NSFC [21590811, 21137004, 21521062, 21227011]
- Strategic Priority Research Program of the Chinese Academy of Sciences [XDA09030200]
HO-adduct radicals have been investigated and confirmed as the common initial intermediates in TiO2 photocatalysis and Fenton degradations of water-insoluble aromatics. However, the evolution of HO-adduct radicals to phenols has not been completely clarified. When 4-d-toluene and p-xylene were degraded by TiO2 photocatalysis and Fenton reactions, respectively, a portion of the 4-deuterium or 4-CH3 group (18-100%) at the attacked ipso position shifted to the adjacent position of the ring in the formed phenols (NIH shift; NIH is short for the National Institutes of Health, to honor the place where this phenomenon was first discovered). The results, combined with the observation of a key dienyl cationic intermediate by in situ attenuated total reflectance FTIR spectroscopy, indicate that, for the evolution of HO-adduct radicals, a mixed mechanism of both the carbocation intermediate pathway and O-2-capturing pathway occurs in both aqueous TiO2 photocatalysis and aqueous Fenton reactions.
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