Synthesis and Metalation of [O, N, O] Ligands for Polymerization and Anticancer Applications
Advisor(s)
Dr. Anderson-Wile
Confirmation
1
Document Type
Poster
Location
ONU McIntosh Center; Activities Room
Start Date
11-4-2025 10:00 AM
End Date
11-4-2025 10:50 AM
Abstract
Synthesis and Metalation of [O, N, O] Ligands for Polymerization and Anticancer Applications
Key Words
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Symmetrical Ligand
-
Asymmetrical ligand
-
Metalation
-
Mannich Reaction
-
Titanium (IV) isopropoxide
-
Benzylamine
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2,4-ditert butylphenol
-
Proton NMR
Abstract-
Asymmetrical and symmetrical [O, N, O] ligands were synthesized via the Mannich reaction using benzylamine and various reactants. Due to challenges in the synthesis and purification of asymmetrical ligands, further metalation reactions were conducted exclusively with the symmetrical ligand. A symmetrical [O, N, O] ligand was successfully synthesized using benzylamine, 2,4-di-tert-butylphenol, and formaldehyde, yielding a high-purity product in a significant quantity. This ligand was complexed with titanium(IV) isopropoxide through metalation to form two distinct ligand-metal complexes. The first complex was synthesized using a 1:1 ligand-to-catalyst ratio and was employed in lactide polymerization. The second complex, synthesized in a 2:1 ligand-to-catalyst ratio,and when successfully synthesized, can exhibit anticancer properties, suggesting potential applications in cancer treatment.
Recommended Citation
Anderson-Wile, Amelia; Gilbert, Sarah; and Fetters, Kaylynn, "Synthesis and Metalation of [O, N, O] Ligands for Polymerization and Anticancer Applications" (2025). ONU Student Research Colloquium. 25.
https://digitalcommons.onu.edu/student_research_colloquium/2025/Posters/25
Open Access
Available to all.
Synthesis and Metalation of [O, N, O] Ligands for Polymerization and Anticancer Applications
ONU McIntosh Center; Activities Room
Synthesis and Metalation of [O, N, O] Ligands for Polymerization and Anticancer Applications
Key Words
-
Symmetrical Ligand
-
Asymmetrical ligand
-
Metalation
-
Mannich Reaction
-
Titanium (IV) isopropoxide
-
Benzylamine
-
2,4-ditert butylphenol
-
Proton NMR
Abstract-
Asymmetrical and symmetrical [O, N, O] ligands were synthesized via the Mannich reaction using benzylamine and various reactants. Due to challenges in the synthesis and purification of asymmetrical ligands, further metalation reactions were conducted exclusively with the symmetrical ligand. A symmetrical [O, N, O] ligand was successfully synthesized using benzylamine, 2,4-di-tert-butylphenol, and formaldehyde, yielding a high-purity product in a significant quantity. This ligand was complexed with titanium(IV) isopropoxide through metalation to form two distinct ligand-metal complexes. The first complex was synthesized using a 1:1 ligand-to-catalyst ratio and was employed in lactide polymerization. The second complex, synthesized in a 2:1 ligand-to-catalyst ratio,and when successfully synthesized, can exhibit anticancer properties, suggesting potential applications in cancer treatment.