Glycerol-Triazole Conjugated Rhodamine as Colorimetric and Fluorimetric Sensor for Cu2+,ChemistrySelect

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Glycerol-Triazole Conjugated Rhodamine as Colorimetric and Fluorimetric Sensor for Cu2+
ChemistrySelect ( IF 1.9 ) Pub Date : 2021-09-13 , DOI: 10.1002/slct.202102145
Abhishek Verma ₁ , Parveen Gahlyan ₁ , Rashim Bawa ₁ , Soumya Ranjan Dash ₂ , Ashok K. Prasad ₁ , Rakesh Kumar ₁

Affiliation

A glycerol-triazole tethered rhodamine based colorimetric and fluorimetric sensor 3′,6′-bis(diethylamino)-2-(((1-(1,3-dihydroxypropan-2-yl)-1H-1,2,3-triazol-4-yl)methylene)aminospiro [isoindoline-1,9′-xanthen]-3-one (L1) is designed and synthesized for the selective recognition of Cu²⁺ ion. The sensor L1 allows naked eye detection of Cu²⁺ ion with a fast response (<1 min). Among the various metal ions tested, the sensor L1 shows selective binding with Cu²⁺ through turn-on fluorescence mechanism. The sensor shows 1 : 2 binding stoichiometry with binding constant, K_a=1.1×10⁶ M⁻² as revealed by job's plot & Benesi-Hildebrand plot (B−H plot), respectively. The detection limit of L1 with Cu²⁺ ion is found to be 3.3 μM. Further, the experimental results are also validated using density functional theoretical (DFT) study. The optimized geometries indicates that the formation of the L1-Cu²⁺ complex is thermodynamically favourable by ΔG=−11.7 kcal/mol. The HOMO-LUMO gap of the ligand L1 is found to be 3.49 eV, which decreases to 1.76 eV upon complexation with copper.

中文翻译：

甘油-三唑共轭罗丹明作为 Cu2+ 的比色和荧光传感器

基于甘油-三唑系留罗丹明的比色和荧光传感器 3',6'-双(二乙氨基)-2-((((1-(1,3-dihydroxypropan-2-yl)-1 H -1,2,3- triazol-4-yl)methylene)aminospiro [isoindoline-1,9'-xanthen]-3-one ( L1 ) 被设计和合成用于选择性识别 Cu ²⁺离子。传感器L1允许肉眼检测 Cu ^{2 +}离子具有快速响应（<1 分钟）。在测试的各种金属离子中，传感器L1通过开启荧光机制显示出与 Cu ^{2+ 的}选择性结合。传感器显示 1 : 2 结合化学计量，结合常数 K _a =1.1×10 ⁶ M^{-2 分别}由工作图和 Benesi-Hildebrand 图（B-H 图）显示。发现L1与 Cu ²⁺离子的检测限为3.3 μM。此外，还使用密度泛函理论 (DFT) 研究验证了实验结果。优化的几何形状表明L1 -Cu ^{2+ 配合}物的形成在热力学上是有利的，ΔG=-11.7 kcal/mol。发现配体L1的 HOMO-LUMO 间隙为3.49 eV，与铜络合后降低至 1.76 eV。

更新日期：2021-09-13

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