Meglumine-based Sustainable Three-component Deep Eutectic Solvent Applicable for the Synthesis of Pyrazolo[5,1-b]quinazoline-3-carboxylates as a Sensing Probe for Cu2+ Ions

被引:2
作者
Parekh, Jaydeepkumar N. [1 ]
Patel, Manan S. [1 ]
Chudasama, Dipakkumar D. [1 ]
Patel, Harsh C. [1 ]
Sutariya, Pinkesh G. [1 ]
Soni, Heni N. [1 ]
Rajput, Chetan V. [2 ]
Ram, Kesur R. [1 ]
机构
[1] Sardar Patel Univ, Dept Chem, Vallabh Vidyanagar 388120, Gujarat, India
[2] Natl Inst Sci Educ & Res, Sch Sci, Khurja 752050, Odisha, India
关键词
DFT Calculations; Functionalized pyrazolo[5,1-b]quinazoline-3-carboxylates; Hydrogen-bond Network; Meglumine-based 3c-DES MegPAc; Meglumine-based Acidic 3c-DES MegPAc; Metal Sensing; DERIVATIVES; SENSOR;
D O I
10.1002/asia.202301116
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An unprecedented meglumine-based three-component deep eutectic solvent (3c-DES) (MegPAc) was synthesized using meglumine, p-toluenesulfonic acid (PTSA), and acetic acid as a renewable, and non-toxic solvent. The exploitation of the MegPAc as an eco-friendly reaction media to construct a selective and sensitive small organic molecular sensing probe, namely, pyrazolo[5,1-b]quinazoline-3-carboxylates (PQCs) was executed. Captivatingly, the MegPAc served the dual role of solvent and catalyst, and it delivered the title components with 69-94 % yields within 67-150 minutes. Furthermore, a UV-visible study unfolds the selective detection of Cu2+ ions with our synthetic probe 4 ba and resulted in hypsochromic shift due to electrostatic interactions. Additionally, 1H NMR titration study and density functional theory (DFT) calculations were performed to attest the binding mechanism of sensing probe 4 ba and Cu2+ ions. Worthy of mention, this protocol unveils the efficacy of meglumine-based 3c-DES for the first time as a bio-renewable system to synthesize the PQCs.
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页数:14
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