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学科主题: 有机化学
题名: Investigation of coordination of Mg(II) cations to 2-pyrimidinyloxy-N-arylbenzylamines by electrosp ray mass spectrometry: insights for Mg(II) catalyzed Smiles rearrangement reactions
其他题名: 电喷雾串联质谱研究二价镁离子催化的2-嘧啶氧基卞胺类化合物的气相Smiles重排反应
作者: Wang HY(王昊阳) ; Xu C(许楚) ; Zhang L(张立) ; Tang QH(唐庆红) ; Guo YL(郭寅龙) ; Lv L(吕龙)
通讯作者: 郭寅龙 ; 吕龙
刊名: Eur. J. Mass Spectrom.
发表日期: 2011
卷: 17, 期:2, 页:145-157
收录类别: SCI
部门归属: 中科院上海有机化学研究所
英文摘要: The CH(3)OH solutions of pyrimidinyloxy-N-arylbenzylamines (1-5) in the presence of Mg(II)X(2) salts (X=Cl or ClO(4)) were investigated by electrospray ionization mass spectrometry and tandem mass spectrometry (MS/MS) subsequently, showing that the cationic Mg(II) complexes 1-5-MgX(+) were important active complexes or intermediates for initiating interesting Smiles rearrangement reactions in both the gas- and solution phases. By using different MgX(2) salts and selecting a set of reactants with different substitutes, the role of the counter-ion (X(-)) and the structure effect of the reactants on the Mg(II) catalyzed Smiles rearrangement reactions were studied. Moreover, the solvent effect on Mg(III) catalyzed Smiles rearrangement reactions was revealed by studying the CH3OH adduct complexes of 1-5.MgCl(+), which showed that the coordination of CH(3)OH to the Mg(II) center in the complexes decreased the reaction tendency. The mechanisms involved in the gas-phase Mg(II) catalyzed Smiles rearrangement reactions were proposed on the basis of MS/MS experiments and theoretical computations, showing some unique chemistries initiated by introducing Mg(II) into the template molecules.
语种: 英语
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WOS记录号: WOS:000292943200005
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/20048
Appears in Collections:分析化学研究室_期刊论文

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Recommended Citation:
Wang HY,Xu C,Zhang L,et al. Investigation of coordination of Mg(II) cations to 2-pyrimidinyloxy-N-arylbenzylamines by electrosp ray mass spectrometry: insights for Mg(II) catalyzed Smiles rearrangement reactions[J]. Eur. J. Mass Spectrom.,2011,17(2):145-157.
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