Degree Name

MS (Master of Science)

Program

Chemistry

Date of Award

8-2026

Committee Chair or Co-Chairs

Cassandra Eagle

Committee Members

Dane William Scott, Catherine Emily McCusker

Abstract

Dirhodium carboxamidate complexes are valuable catalysts for carbene transfer reactions because their electronic and steric properties can be tailored. This study synthesized tetrakis[µ-N-(2,6-dimethylphenyl)-acetamidato]-κ4N:O; κ4O:N-dirhodium(II) by replacing acetate ligands in rhodium acetate with 2,6-(dimethylphenyl)acetamide. Infrared, ¹³C{¹H} NMR, and ¹H NMR spectroscopy confirmed ligand coordination through characteristic spectral changes. Chromatographic separation produced two fractions, representing two isomeric forms of the complex. X-ray crystallography identified Fraction 1 as the trans-2,2 isomer, whereas the structure of Fraction 2 could not be determined. Both fractions catalyzed the cyclopropanation of styrene with ethyl diazoacetate. Gas chromatography–mass spectrometry showed moderate conversion and an approximately 40:60 cis/trans product ratio, compared with the 25:75 to 35:65 cis/trans selectivity typically reported for acetate analogues. These findings demonstrate the influence of carboxamidate ligands on rhodium-catalyzed carbene transfer reactions and provide insight for developing improved selective catalysts for future catalyst design and deeper understanding of structure-property relationships in selective carbene transfer chemistry

Document Type

Thesis - embargo

Copyright

Copyright by the authors.

Available for download on Wednesday, September 15, 2027

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