Research in the Stahl group spans organic, organometallic, inorganic, and bioorganic chemistry.
     We study new synthetic reactions and the mechanisms of both organic and inorganic systems.
     Our research can currently be divided into two broad topics:

 

Development and Investigation of Palladium-Catalyzed Aerobic Oxidation Reactions

 
 
 

Palladium(II) is widely recognized as a versatile oxidant for organic molecules, but most of these reactions require the use of stoichiometric Pd or stoichiometric cooxidants such as benzoquinone or CuCl2. Consequently, research in homogeneous palladium catalysis over the past three decades has been dominated by non-oxidative cross-coupling reactions. Our recent research has contributed to a renewed interest in Pd-catalyzed aerobic oxidation reactions by elucidating mechanistic features of dioxygen-coupled Pd oxidation catalysis and introducing new aerobic oxidative transformations for organic chemistry.

To get more information about Pd-catalyzed oxidation chemistry, mechanistic studies, or investigations into Pd-dioxygen reactivity, please use the tabs at the top of the page.

 
 
 

 

Catalytic Synthesis and Manipulation of Amide-Containing Molecules and Material

 

Biological polyamides (proteins) display sophisticated functions, which result from specific folding
behavior and precise monomer sequence. By contrast, synthetic polyamides (i.e., nylons) are
generally derived from a single monomer unit do not possess a defined three-dimensional structure.
In collaboration with Prof. Sam Gellman (UW-Madison), we seek to use amide exchange catalysts to
prepare and manipulate polyamides with extended secondary structures and spatially defined arrays
of sidechains that are reminiscent of biopolymers. Ultimately, we target amide exchange reactions
that will be conducted under thermodynamic control in order to apply the principles of dynamic
covalent chemistry to amide-based molecules. Under thermodynamically controlled conditions,
internal non-covalent interactions or interactions with external templates can direct the formation
of materials not readily accessible by other methods.