| |
[摘要]：Introduction of an octyltelluro group ortho to the phenolic moiety in 3-tert-butyl-4-hydroxyanisole (BHA) was found to significantly improve the antioxidant characteristics of the material In contrast to BHA and the corresponding ortho-substituted octylthio-(9c) and octylseleno (9b) derivatives, the organotellurium 9a was regenerable when assayed for its capacity to inhibit azo-initiated peroxidation of linoleic acid in a chlorobenzene/water two-phase system containing N-acetylcysteine as a stoichiometric reducing agent, and peroxyl radicals were quenched more efficiently than with alpha-tocopherol In the homogeneous phase, inhibition of styrene autoxidation occurred with a rate constant k(inh) as large as 1 x 10(7) M-1 s(-1) but with a low (n = 0 4) stoichiometric factor Evans Polanij plots of log (k(inh)) versus BDE(O-H), which are usually linear for phenols with similar steric crowding reacting by H-atom transfer, revealed that compound 9a was more than 2 orders of magnitude more reactive than expected Although further mechanistic investigations are needed, it seems that the ortho-arrangement of an alkyltelluro group and hydroxyl should be considered a privileged structure for phenolic antioxidants |
|
