Preparation of New Polydentate, Multi-coordinate Ligands for Examining Coordination Chemistry
Faculty Mentor
Dr. Brandon Qillian
Faculty Mentor Email
bquillian@georgiasouthern.edu
Presentation Type and Release Option
Research Poster Presentation with Supplemental Video (File Not Available for Download)
Location
COUR Symposium 2021
Presentation Year
2021
Start Date
4-19-2021 12:00 AM
End Date
April 2021
Abstract
Coordination chemistry is a sub-discipline of chemistry that concerns the study of the binding interactions of organic Lewis Bases with Lewis Acidic metals and the resulting coordination complex. The properties of the metal, including geometry and reactivity, can be controlled by the coordinating organic ligand through changes in its steric and electronic profile. Our current project involves the development of multi-coordinating ligands with the ability to bind to two metals, with various coordination modes. These ligands have promising utility in the development of coordination polymers, catalysis and reaction chemistry. We prepared a new ligand type that possesses two amide functional groups and two sets of bis(pyrazolyl) groups N,N'-(1,2-phenylene)bis(2,2-bis(3,5-dimethyl-1H-pyrazol-1-yl)acetamide) (1) and N,N'-(1,2-phenylene)bis(2,2-bis(1H-pyrazol-1-yl)acetamide) (2). The ligands were prepared by reaction of their respective bis(pyrazolyl)acetyl chloride), prepared from the reaction of their bis(pyrazolyl)acetic acid (BPA) with thionyl chloride, with phenylenediamine. These ligands were characterized by proton and carbon nuclear magnetic resonance, (H-NMR and C-NMR), infrared spectroscopy (IR), and single crystal X-ray crystallography. Interestingly, we also isolated 2-di(1H-pyrazol-1-yl)methyl)-1H-benzo[d]imidazole (3) in low yield due double condensation of the diamine ligand. Ligands 1 and 2 have been reacted with several metals to examine their coordination properties. The modular aspect of this new type of ligand opens the door to the preparation of a vast array of new ligand variants by varying the pyrazole unit and diamine ligand, which could lead to a dramatic change in the properties of metal-ligand complex.
Academic Unit
Department of Chemistry and Biochemistry
Preparation of New Polydentate, Multi-coordinate Ligands for Examining Coordination Chemistry
COUR Symposium 2021
Coordination chemistry is a sub-discipline of chemistry that concerns the study of the binding interactions of organic Lewis Bases with Lewis Acidic metals and the resulting coordination complex. The properties of the metal, including geometry and reactivity, can be controlled by the coordinating organic ligand through changes in its steric and electronic profile. Our current project involves the development of multi-coordinating ligands with the ability to bind to two metals, with various coordination modes. These ligands have promising utility in the development of coordination polymers, catalysis and reaction chemistry. We prepared a new ligand type that possesses two amide functional groups and two sets of bis(pyrazolyl) groups N,N'-(1,2-phenylene)bis(2,2-bis(3,5-dimethyl-1H-pyrazol-1-yl)acetamide) (1) and N,N'-(1,2-phenylene)bis(2,2-bis(1H-pyrazol-1-yl)acetamide) (2). The ligands were prepared by reaction of their respective bis(pyrazolyl)acetyl chloride), prepared from the reaction of their bis(pyrazolyl)acetic acid (BPA) with thionyl chloride, with phenylenediamine. These ligands were characterized by proton and carbon nuclear magnetic resonance, (H-NMR and C-NMR), infrared spectroscopy (IR), and single crystal X-ray crystallography. Interestingly, we also isolated 2-di(1H-pyrazol-1-yl)methyl)-1H-benzo[d]imidazole (3) in low yield due double condensation of the diamine ligand. Ligands 1 and 2 have been reacted with several metals to examine their coordination properties. The modular aspect of this new type of ligand opens the door to the preparation of a vast array of new ligand variants by varying the pyrazole unit and diamine ligand, which could lead to a dramatic change in the properties of metal-ligand complex.
