Synthesis of meta and para-substituted aromatic sulfonate derivatives of polydentate phenylazaphosphinate ligands: enhancement of the water solubility of emissive europium(III) EuroTracker® dyes.
Synthesis of meta and para-substituted aromatic sulfonate derivatives of polydentate phenylazaphosphinate ligands: enhancement of the water solubility of emissive europium(III) EuroTracker® dyes.
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DOI：
10.1039/c4ob01143k
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发表时间：
2014-09
影响因子：
3.2
通讯作者：
M. Delbianco;L. Lamarque;D. Parker
中科院分区：
文献类型：
--
作者：
M. Delbianco;L. Lamarque;D. Parker
合成了一系列具有芳基膦酸基和强吸收芳基取代基团的发光Eu(III)配合物的间位和对位取代苯磺酸盐衍生物。合成路线包括早期引入三氟乙酯来保护磺酸基团，耐受包括乙酰溴和mCPBA在内的试剂的使用，耐受酸催化的酯化反应和Sonogashira反应条件。Eu(III)络合物的水溶性增强；阴离子磺酸盐基团的引入不会显著影响它们的光物理性质。
The synthesis is described of a series of meta and para-substituted phenylsulfonate derivatives of very bright Eu(III) complexes with arylphosphinate groups and strongly absorbing arylalkynylpyridine moieties. The synthetic route involved the early introduction of trifluoroethyl esters to protect the sulfonic acid group, withstanding the use of reagents including acetyl bromide and mCPBA, and tolerating acid-catalysed esterification and Sonogashira reaction conditions. The Eu(III) complexes exhibit enhanced water solubility; their photophysical properties are not perturbed significantly by introduction of the anionic sulfonate groups.