Thiolate-CLPG (chemiluminescent protecting groups) based on coumaranone thiolcarbamates†

IF 4.2 2区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY Chemical Communications Pub Date : 2025-03-03 DOI:10.1039/d4cc06150k
Tim Lippold , Julia Kosolapova , Niko T. Flosbach , Robert Herzhoff , Axel G. Griesbeck , Mathias Wickleder
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Abstract

The base-induced oxidative release of aromatic and aliphatic thiols from novel coumaranone-thiolurethanes 3a–3e is accompanied by long-lasting blue or green chemiluminescence. Thus, these compounds serve as base/oxidation-labile protecting groups that decompose with strong visible luminescence and subsequent quantitative release of the protected thiolate as leaving group.

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基于香豆素酮硫氨基甲酸酯的硫酸盐- clpg(化学发光保护基团)
新型香豆素酮-硫脲类化合物3a-3e的碱诱导氧化释放芳香族和脂肪族硫醇是定量的,并伴有蓝光或绿光化学发光,在总释放期内持续时间较长。因此,这些化合物作为碱氧化不稳定的保护基团,分解时发出强烈的可见发光,随后被保护的硫酸酯作为离去基释放出来。脂肪族取代化合物3c-3e的硫代酸释放与CL及时解耦合,但芳香族化合物3a,b的硫代酸释放与CL相互竞争,导致CL强度降低。
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来源期刊
Chemical Communications
Chemical Communications 化学-化学综合
CiteScore
8.60
自引率
4.10%
发文量
2705
审稿时长
1.4 months
期刊介绍: ChemComm (Chemical Communications) is renowned as the fastest publisher of articles providing information on new avenues of research, drawn from all the world''s major areas of chemical research.
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