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Stahl Group – Professor Product Portal

Professor Shannon Stahl

Professor Shannon Stahl

The Stahl Lab focuses on the development of catalysts and catalytic reactions for selective oxidation of organic molecules, with particular emphasis on aerobic oxidation reactions.

The Cu/TEMPO and Cu/ABNO catalysts for aerobic oxidation of alcohols to aldehydes and ketones are highly practical: they exhibit chemoselectivity and functional-group tolerance that is unmatched, even by many widely used stoichiometric oxidants, such as chromium oxide and hypervalent iodine species. They often operate efficiently at room temperature with ambient air as the oxidant, and the product is often able to be used directly in subsequent reactions, with no purification or following filtration through a plug of silica gel.

Other methods of interest include Cu/ABNO-catalyzed amine oxidation, including conversion of primary amines or nitriles, Cu/TEMPO- and Cu/ABNO-catalyzed oxidative coupling of primary alcohols and ammonia to nitriles, ortho-quinone-catalyzed oxidation of amines to imines and dehydrogenation of saturated nitrogen heterocycles to cyclic imines or aromatic heterocycles.

Stahl Group Website

Recent papers from the Stahl Group

1.
Wendlandt AE, Stahl SS. 2014. Modular o-Quinone Catalyst System for Dehydrogenation of Tetrahydroquinolines under Ambient Conditions. J. Am. Chem. Soc.. 136(34):11910-11913. http://dx.doi.org/10.1021/ja506546w
2.
Steves JE, Stahl SS. 2013. Copper(I)/ABNO-Catalyzed Aerobic Alcohol Oxidation: Alleviating Steric and Electronic Constraints of Cu/TEMPO Catalyst Systems. J. Am. Chem. Soc.. 135(42):15742-15745. http://dx.doi.org/10.1021/ja409241h
3.
Hoover JM, Stahl SS. 2011. Highly Practical Copper(I)/TEMPO Catalyst System for Chemoselective Aerobic Oxidation of Primary Alcohols. J. Am. Chem. Soc.. 133(42):16901-16910. http://dx.doi.org/10.1021/ja206230h
Products available from the Stahl Laboratory
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DISCIPLINES

  • Organic Synthetic Chemistry
  • Chemical Biology

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