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EPR studies on H-abstraction from methylbenzenes by “magic blue” reagent |
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| Authors: | Hong-Yan Dou Cheng-Xue Zhao Yong-Ming Zhang |
| Affiliation: | a Department of Chemistry, Shanghai Jiaotong University, Shanghai 200240, China b Department of Material of Science and Engineering, Shanghai Jiaotong University, Shanghai 200240, China |
| Abstract: | After mixing a methylbenzene 4 with “magic blue” solution in F113 (CClF2CCl2F) containing bis{perfluoro[1-(2-fluorosulfonyl)ethoxy]ethyl}nitroxide 2 and perfluoro-1-nitroso-1-[1-(2-fluorosulfonyl)ethoxy]ethane 3 at room temperature, benzylic H-atom of 4 could be selectively abstracted by 2, and benzyl radical 5 thus generated was immediately trapped by 3. Based on hyper-fine splitting constants (hfsc), the structure of the spin adducts perfluoro[1-(2-fluorosulfonyl)ethoxy]ethyl benzyl nitroxides 6 derived from seven methylbenzenes have been identified. The mechanism of the H-abstraction/spin trapping process is also discussed. |
| Keywords: | Methylbenzenes Bis{perfluoro[1-(2-fluorosulfonyl)ethoxy]ethyl}nitroxide Perfluoro-1-nitroso-1-[1-(2-fluorosulfonyl)ethoxy]ethane Hydrogen abstraction Spin trapping Perfluoro[1-(2-fluorosulfonyl)ethoxy]ethyl benzyl nitroxides |
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