Reactivity of alkali and alkaline earth metal tetrafluorobromates towards aromatic compounds and pyridine

Reactivity of alkali and alkaline earth metal tetrafluorobromates towards aromatic compounds and pyridine
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碱金属和碱土金属四氟溴酸盐对芳香族化合物和吡啶的反应活性

DOI:
10.1016/j.jfluchem.2016.10.022
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发表时间:
2016
影响因子:
1.9
通讯作者:
I. Zherin
I. Zherin
中科院分区:
化学4区
文献类型:
--
作者:
V. Sobolev;V. Filimonov;R. Ostvald;V. Radchenko;I. Zherin

文献摘要

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碱金属和碱土金属的四氟溴酸盐的溴化活性依次为KBrF4、CsBrF4、RbBrF4和Ba(BrF4)2。活性最高的四氟溴酸盐-Ba(BrF4)2能够选择性地溴化失活的芳香族化合物硝基苯和4-硝基甲苯,但不能选择性地溴化活性化合物苯和甲苯。在所有情况下,甲苯的甲基都不会发生溴化反应。BA(BrF4)2与吡啶反应生成已知的配合物C6H5N·BrF3。由于被惰性BaF2稀释,这种基于吡啶的络合物具有空气稳定性,与原来的氟溴酸盐相比,它可以被认为是更安全和更方便的试剂;与四氟溴酸盐相比,它可以选择性地溴化苯和甲苯。
The bromination activity of tetrafluorobromates of alkali and alkali-earth metals increases in the order KBrF4, CsBrF4, RbBrF4and Ba(BrF4)2. The most active tetrafluorobromate—Ba(BrF4)2is able to selectively brominate the deactivated aromatic compounds nitrobenzene and 4-nitrotoluene, but not the activated compounds benzene and toluene. In all cases bromination of methyl groups of methylbenzenes does not occur. Ba(BrF4)2forms the known complex C6H5N·BrF3when reacted with pyridine. Due to dilution by inert BaF2, this pyridine-based complex is air stable and can be considered as safer and more convenient reagent in comparison with the original fluorobromates; it can selectively brominate benzene and toluene in contrast with tetrafluorobromates.