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"Zwitter
Ion Synthesis Involving Reactions of Chloranil With Various Imidazoles
and Pyridines"
Gretchen White
Mentor: Dr. Andrew S. Koch
St. Mary's College of Maryland, 2004- 2005
Gretchen worked on the reactions of chloranil with
different pyridines and imidazoles to give zwitter ionic compounds
that could be used as ligands for various metals. This project focused
on n-butyl imidazole, 2-ethylpyridine, and 2-aminomethyl pyridine
Pyridines were investigated for the possible future role they may
play in creating chiral catalysts, and the imidazole was used to
offer a stable reversible reduction for the compound acting as a
ligand in a complex. NMR spectroscopy was used to analyze the products
isolated from the reactions. The reactions with the 2-substitututed
pyridines did not prove to be successful in isolating pyridiniumoxyquinones
similar to the product isolated from the reactions using 4-tertbutylpyridine.
However, the reactions carried out with n-butyl imidazole did appear
to be successful in isolating the desired imidazoloxyquinone product.
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