Sydney
Hammond

Ligand Effects on Metal/Carbonyl Interactions

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Authors:

Sydney Hammond

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About Paper:

Ligand scaffolds may be utilized to facilitate reactions with metal catalysts to reduce the Lewis acidic nature of the metal center. The metal catalyst and ligand substrate may be altered with the intent to enhance the coordination of the metal and the substrate, adjusting solution properties. Using in situ IR spectroscopy, the interactivity of the ligand with a range of Lewis acid catalysts may be observed. In this examination, we observed a model substrate's solvent performance and solution outcomes with a variety of Lewis acid catalysts using our Titration-IR method. The catalysts we tested include FeCl,, Fe(OTf)3, Sn(OTf),, and Cu(OTf), in toluene, MeCN, THF, DCE, and diethyl ether. The carbonyls have been observed up to three equivalents. Our data are inconsistent with previously reported mechanisms for Lewis acid-mediated carbonyl reactions. These data allow us to clarify how charged ligands contribute to solubility and reactivity of Lewis acids in catalysis and allow us to make recommendations about their application.

Source:

Loyola University Chicago

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Co-authors:

Sydney Hammond