Chinese Journal of Magnetic Resonance ›› 1986, Vol. 3 ›› Issue (2): 165-170.

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AN ESR STUDY OF ACTIVE RADICALS PRODUCED IN THE PHOTOCHEMICAL HYDROGEN ABSTRACTION REACTIONS BETWEEN ETHERS,PHENOLS AND BENZEOPHENONE

Ji Haixing, Xu Guangzhi   

  1. Institute of chemistry, Academia sinica, Beijing
  • Received:1985-12-25 Revised:1986-02-01 Published:1986-06-05 Online:2018-01-23

Abstract: The active radicals produced in the photochemical hydrogen abstraction reactions between benzophenone and ethers or phenols have been studied by combination of sqin trapping reagent 2,4,6-tri-t-butylnitrosobenyene (TEN) by ESR spectroscopy. Results demostratethat benzophenone can abstract hvdrogen from a-c adjacent to oxygen of ethers as follows.
ϕ2CO+ROR→ϕ2ĊOH+R'ĊHOR
And the R'ĊHOR reacts with TBN to form either Nitroxide(I) or N-alkoxyanilino spin adducts. For the case of phenols, benzophenone abstracts hydrogen from phenolic hydroxyl of phenols to from phenoxy radicals (R-O-Ȯ). They also react with TEN to formeither(I) or (Ⅱ) spin adducts.