Aerobic Oxidation of Ethylbenzene Co-catalyzed by N-Hydroxyphthalimide and Oxobis(8-Quinolinolato) Vanadium (IV) Complexes

doi:10.1016/S1872-2067(10)60255-0

Abstract

Abstract: The mediation effect of vanadium compounds on the N-hydroxyphthalimide (NHPI)-catalyzed aerobic oxidation of ethylbenzene (EB) was investigated at 90 °C in benzonitrile. Among the vanadium mediators examined, a series of oxobis(8-quinolinolato) vanadium (IV) complexes (V^IVOQ₂), which were prepared by the coordination of 8-hydroxyquinoline or its derivatives with oxobis(2,4-pentanedionate) vanadium (IV) (V^IVO(acac)₂) showed a better mediation effect than V^IVO(acac)₂, NH₄VO₃, and V₂O₅ and they gave about 60%–69% EB conversion and 97% of acetophenone (AcPO) selectivity under optimum reaction conditions. This is due to the dual catalysis effects of these V mediators on the transformation of NHPI to the phthalimide-N-oxyl (PINO) radical and the decomposition of 1-phenylethyl hydroperoxide to AcPO, as supported by UV-Vis spectral characterization.

Key words: n-hydroxyphthalimide, oxobis(8-quinolinolato) vanadium (IV), aerobic oxidation, ethylbenzene, acetophenone

QIN Jin-Wei, FU Zai-Hui, LIU Ya-Chun, HE Xiang-Ling, ZHANG De-Xi, WU Wen-Feng, WANG Yan-Long, GONG Xing-Lang, DENG Xiao-Lin, WU Hai-Tao, ZOU Yan-Hong, YU Ning-Ya, YIN Du-Lin. Aerobic Oxidation of Ethylbenzene Co-catalyzed by N-Hydroxyphthalimide and Oxobis(8-Quinolinolato) Vanadium (IV) Complexes[J]. Chinese Journal of Catalysis, 2011, 32(8): 1342-1348.

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