A Highly Selective Pyrene Appended Oxacalixarene Receptor for MNA and 4-NP Detection: an Experimental and Computational Study

Abstract

A novel bipyrene-substituted calix[4]arene (BPOC) was designed and synthesized to employ as a uorescent probe, which enables the detection of MNA and 4-NP among all the explosive materials.Utilizing 1H-NMR, 13C-NMR, and FT-IR analysis techniques, its structure was characterized. The binding property of BPOC to various NACs, including 1,3-DNB, 2,3-DNT, 2,4-DNT, 2,6-DNT, 4-NP, 4-NT, and PA, revealed that the sensor binds to MNA and 4-NP with remarkable selectivity and detection limits of 0.2 µM and 0.3 µM, respectively, for MNA and 4-NP. Using docking and density functional theory (DFT), computational insights were provided for investigating the stability and spectroscopic analysis of the inclusion complex. The calculations supplement the ndings signi cantly and clarify the structural geometry and mode of interactions in supramolecular complexation. In an MTT experiment on human PBMC to check for cytotoxicity, this chemical was found to in uence 1 × 10 5 cell viability dosedependently.

Breaking Azacalix[4]arenes into Induline Derivatives

“…The special functionalities conferred by heteroatoms have stimulated research progress in the field of other heterocalixarenes such as oxacalixarenes [10][11][12][13] and afterwards azacalixarenes, which have been studied in less detail to date. Although the first paper on azacalixarenes 3 was reported in 1963 by Smith (X-ray structure determination) [14], it was not until the late 90s and the reported Buchwald-Hartwig amination (Pd catalyzed) that the synthesis of analogues appeared in the literature [15][16][17][18][19][20][21] The special functionalities conferred by heteroatoms have stimulated research progress in the field of other heterocalixarenes such as oxacalixarenes [10][11][12][13] and afterwards azacalixarenes, which have been studied in less detail to date. Although the first paper on azacalixarenes 3 was reported in 1963 by Smith (X-ray structure determination) [14], it was not until the late 90s and the reported Buchwald-Hartwig amination (Pd catalyzed) that the synthesis of analogues appeared in the literature [15][16][17][18][19][20][21].…”