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Synthesis and Characterization of an Iodo-substituted Macrocyclic Complex: Comparison of Pyridine Modification

Veals, Diandria
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2021
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2021-05-19
Abstract
Pyridine containing macrocycles, also known as pyridinophanes, have useful applications that include their ability to complex with metals. A library of substituted pyridine macrocycles exists along with a growing knowledge of the relationship between modifications to pyridine structure and their impact on compound reactivity. Despite literature surrounding similar pyridine macrocycle structures, little is known about how an iodo-substituted pyridine macrocycle will alter the properties of the compound when complexed to copper(II). To understand the fundamental characteristics of an iodo-substituted pyridine macrocycle, the ligand was synthesized followed by electronic environment analysis via 1H NMR. Ultraviolet-visible spectroscopy was used to verify ligand complexation with copper(II), followed by X-ray diffraction methods to determine the metal binding nature of the complex. Cyclic Voltammetry analysis was used to support the theory that the iodo functional group behaves as an electron withdrawing group. This compound serves as a comparison to explain the results of the chloro-substituted pyridine macrocycle as well as a gateway molecule for the synthesis of new pyridine macrocycles.
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Chemistry and Biochemistry
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