Mechanistic studies of oxidation reactions by fluorescence spectroscopy: a critical assessment
Mechanistic studies of oxidation reactions by fluorescence spectroscopy: a critical assessment
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荧光光谱氧化反应的机理研究：关键评估
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发表时间：
2009
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通讯作者：
G. Jung
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作者：
Alexander Schmitt;Babette Hinkeldey;Benjamin Hötzer;G. Jung
本文描述了一种比率荧光染料体系的合成和性质，作为检测氧化物种的探针。该染料由附着在苯乙烯基上的强荧光BODIPY标记组成。外环双键被正反双羟基化试剂氧化后，荧光颜色由橙色明显变为绿色。红外光谱提供了在与过氧化物反应中生成环氧化物的证据，而在与四氧化三铯的反应中产生了酮和未知结构的产物，每一种都与预期的羟化反应相反。在第一次尝试的基础上，我们讨论了荧光光谱在低浓度下跟踪化学反应的意义，并展望了如何克服目前的缺点。版权所有©2009 John Wiley&Sons，Ltd.
The synthesis and properties of a ratiometric fluorescent dye system as a probe for the detection of oxidizing species are described. The dye consists of a strongly fluorescent Bodipy label attached to a styryl moiety. The oxidation of the exocyclic double bond by agents for syn- and anti- dihydroxylation leads to a visible change in fluorescence colour from orange to green. IR spectroscopy provides evidence for the generation of the epoxide in the reaction with peroxides, whereas a ketone and a product of unknown structure are produced in the reaction with osmiumtetroxide, each in contrast to the expected hydroxylations. Based on these first attempts, we discuss the significance of fluorescence spectroscopy to track chemical reactions at low concentrations and give a perspective of how present shortcomings can be overcome. Copyright © 2009 John Wiley & Sons, Ltd.