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胺促进的β-芳氧基醛β-消除反应用于荧光化学传感器。

Amine-promoted β-elimination of a β-aryloxy aldehyde for fluorogenic chemodosimeters.

机构信息

Department of Chemistry, University of Pittsburgh, 219 Parkman Avenue, Pittsburgh, Pennsylvania 15260, USA.

出版信息

J Org Chem. 2011 Aug 19;76(16):6860-5. doi: 10.1021/jo200947e. Epub 2011 Jul 26.

DOI:10.1021/jo200947e
PMID:21790132
Abstract

We previously reported a fluorescent chemodosimeter for ozone. The β-elimination step after the ozonolysis of the chemodosimeter was too slow to be practical for real-time monitoring of ozone. We examined primary, secondary, and tertiary amines at various pHs. It was found that pyrrolidine in pH 9 buffer could accelerate the elimination to generate a fluorescence signal. The elimination step is now sufficiently rapid to monitor ozone exposure in real time. We also discovered that azetidine was distinctly effective for the same elimination reaction in a pH 6 buffer.

摘要

我们之前报道了一种用于检测臭氧的荧光化学计量器。化学计量器在臭氧分解后的β消除步骤过于缓慢,无法实时监测臭氧。我们在不同 pH 值下检查了伯、仲、叔胺。结果发现,在 pH 9 缓冲液中的吡咯烷可以加速消除生成荧光信号。消除步骤现在足够快,可以实时监测臭氧暴露。我们还发现,在 pH 6 缓冲液中,氮杂环丁烷对于相同的消除反应也具有明显的效果。

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