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Synthesis and Study of the Interaction of Aza-Crwon Macrocyclic Ligands with Carboxylate Side Arms with Cd Salts

Mohammadzadeh, Amir Hossein | 2021

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  1. Type of Document: M.Sc. Thesis
  2. Language: Farsi
  3. Document No: 55134 (03)
  4. University: Sharif University of Technology
  5. Department: Chemistry
  6. Advisor(s): Ghanbari, Bahram
  7. Abstract:
  8. In the present study, the coordination chemistry of an amino acid azacrown macrocycle ligand bearing one carboxylic acid arm (MA1) was investigated by employing NMR spectroscopy, crystallography and computational chemistry. MA1 was synthetized by the reaction of chloroacetic acid with the parent azacrown macrocycle and its purity was confirmed with 13C and 1H NMR for the first time. A new MA1 homologue, MA3 was also successfully prepared and characterized with NMR, mass spectrometry, and elemental analysis. NMR studies showed that MA1 binds to cadmium via the carboxylate arm in solution. Crystallographic studies showed that MA1 formed a one-dimensional polymer with cadmium, wherein the cadmium cations are bridged through two chloride ion to form a polymer chain. PXRD pattern for the Cd(MA1)Br2 complex was also similar to Cd(MA1)Cl2, while the reaction product of cadmium iodide and MA1 was afforded amorphous product. The QTAIM analysis was used to determine the extent of the interactions existing in Cd(MA1)Cl2 polymer. The results of these studies indicated on a large number of supramolecular interactions, including hydrogen bonds and C-H···π interactions within the polymer backbone, ensuing the stability of the polymer structure. Furthermore, MA1 was found as a prompt and quantitative precipitating agent of cadmium chloride from organic solvents up to 93.6%
  9. Keywords:
  10. Azacrown ; Macrocycle ; Amino Acid ; Computational Chemistry ; Cadmium Chloride ; Inorganic Polymer

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