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Synthesis of Dansyl-Substituted Cryptands Containing Triaza­cycloalkane Moieties and their Evaluation as Fluorescent Chemosensors
Synlett ( IF 1.7 ) Pub Date : 2017-09-21 , DOI: 10.1055/s-0036-1590883
Nataliya Chernichenko 1 , Vadim Shevchuk 1 , Alexei Averin 1 , Olga Maloshitskaya 1 , Irina Beletskaya 1
Affiliation  

A method for the synthesis of a new family of cryptands containing 1,4,7-triazacyclononane and 1,5,9-triazacyclododecane moieties and dansyl fluorophore groups has been elaborated starting from free triazacycloalkanes and employing Pd(0)-catalyzed amination at the macrocyclization step. The dependence of the products yields on the nature of reagents has been established. The majority of synthesized macrobicycles have been evaluated as possible chemosensors for detecting metal cations. Compound comprising 1,4,7-triazacyclononane and dioxadiamine linker proved to be a prospective colorimetric sensor for Cu(II) by changing its absorption spectrum in the presence of this cation, while other cryptands demonstrated full quenching of fluorescence in the presence of Cu(II) and Al(III) what makes them promising fluorescent molecular probes for these metals.

中文翻译:

含有三氮杂环烷烃部分的丹磺酰取代的隐键的合成及其作为荧光化学传感器的评价

一种新的含 1,4,7-三氮杂环壬烷和 1,5,9-三氮杂环十二烷部分和丹酰荧光基团的穴状配体的合成方法已经从游离的三氮杂环烷烃开始并在 Pd(0) 催化的胺化反应中进行了阐述。大环化步骤。已确定产物产量对试剂性质的依赖性。大多数合成的大自行车已被评估为可能的检测金属阳离子的化学传感器。包含 1,4,7-三氮杂环壬烷和二恶二胺连接体的化合物通过在该阳离子存在下改变其吸收光谱被证明是一种有前景的 Cu(II) 比色传感器,而其他穴状配体在 Cu( II) 和 Al(III) 是什么使它们成为这些金属的有前途的荧光分子探针。
更新日期:2017-09-21
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