Colorimetric detection of achiral anions and chiral carboxylates by a chiral thiourea-phthalimide dyad
Colorimetric detection of achiral anions and chiral carboxylates by a chiral thiourea-phthalimide dyad
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DOI：
10.1039/c0pp00175a
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发表时间：
2010-01-01
影响因子：
3.1
通讯作者：
Miara, Yrene Diaz
中科院分区：
文献类型：
--
作者：
Griesbeck, Axel G.;Hanft, Sebastian;Miara, Yrene Diaz
手性化学传感器1基于硫脲活化的邻苯二甲酰亚胺，由4-硝基邻苯二甲酰亚胺经过四个反应步骤得到。1通过UV-Vis吸收的变化来检测氟、氯、醋酸盐和磷酸二氢阴离子。过量的氟离子会导致去质子化，而其他阴离子只在基态下形成络合物。H-1-核磁共振研究证实了这些氢键复合体的形成以及在识别过程中氟诱导的受体去质子化。当K-ASS(D)/K-ASS(L)=1.93时，D/L-乳酸钠具有中等的手性识别能力。
The chiral chemosensor 1, based on a thiourea-activated phthalimide, is available by four reaction steps from 4-nitrophthalimide. 1 detects fluoride, chloride, acetate, and dihydrogen phosphate anions by changes in UV-vis absorption. Fluoride in excess induces deprotonation whereas the other anions show only complex formation in the ground state. H-1-NMR studies confirm the formation of these H-bonded complexes and the fluoride-induced receptor deprotonation in the recognition process. Moderate chiral recognition was observed for sodium D/L-lactate with K-ass(D)/K-ass(L) = 1.93.