College
Buchtel College of Arts and Sciences
Date of Last Revision
2026-04-28 12:33:49
Major
Chemistry - Polymer
Honors Course
CHEM 497
Number of Credits
2
Degree Name
Bachelor of Science
Date of Expected Graduation
Spring 2026
Abstract
1,3-Diiminoisoindoline (DII) compounds have been found to be novel materials for both metal binding and chromophore applications. In this work, I am investigating the next synthetic step in developing pyrazole- and indazole-DII compounds. These compounds stem from the reaction of the unsubstituted imine of the pyrazole- or indazole-DII adduct with an isocyanate. These DII compounds, DII-pyrazolePhNCO, DII-pyrazolenapthylNCO, DII-indazolePhNCO, DII-indazolenapthylNCO, DII-pyrazoleptolylNCO, and DII-indazoleptolylNCO were prepared using ethanol as the solvent and heat. Metal acetates were then reacted with the ligands using DMF and heat. The acetate salts included copper (II) and nickel(II). Some distinctive hydrogen bonding interactions were observed in the final compounds. NMR spectra, IR spectroscopy, UV-vis spectroscopy, and X-ray crystallography were employed to characterize the compounds. The most successful crystal growth methods were via evaporation of DMF solutions. 1H NMR spectra showed clear hydrogen bonding patterns among the compounds. IR spectroscopy showed the presence of key functional groups in these materials. X-ray crystallography confirmed the structure and composition. A tridentate binding mode was found with the compounds that were combined in a 1:1 ratio with a bridging binding mode, which created a dimer compound with copper and nickel. The other complex afforded a different 2:1 pyrazole: metal ligand binding mode.
Research Sponsor
Christopher J. Ziegler
First Reader
Li Jia
Second Reader
Alex Boika
Honors Faculty Advisor
William Donovan
Proprietary and/or Confidential Information
No
Community Engaged Scholarship
No
Recommended Citation
Hudak, Ben, "Monomeric and Dimeric Metal Complexes of a New Tridentate Azole-Isoindoline-Urea Ligand" (2026). Williams Honors College, Honors Research Projects. 2132.
https://ideaexchange.uakron.edu/honors_research_projects/2132