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Aerobic Oxidation of Diverse Primary Alcohols to Methyl Esters with a Readily Accessible Heterogeneous Pd/Bi/Te Catalyst

Adam B. Powell and Shannon S. Stahl*

*Department of Chemistry, University of Wisconsin-Madison, 1101 University Avenue, Madison, Wisconsin 53706, United States, Email: stahlchem.wisc.edu

A. B. Powell, S. S. Stahl, Org. Lett., 2013, 15, 5072-5075.

DOI: 10.1021/ol402428e (free Supporting Information)


Abstract

A readily accessible catalyst system consisting of Pd/charcoal in combination with bismuth(III) nitrate and tellurium metal enables an efficient aerobic oxidative methyl esterification of primary alcohols, exhibits a broad substrate scope, and is effective with both activated and unactivated alcohols bearing diverse functional groups. The Bi and Te additives significantly increase the reaction rate, selectivity, and overall product yields.

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Discovery of Multicomponent Heterogeneous Catalysts via Admixture Screening: PdBiTe Catalysts for Aerobic Oxidative Esterification of Primary Alcohols

D. S. Mannel, M. S. Ahmed, T. W. Root, S. S. Stahl, J. Am. Chem. Soc., 2017, 139, 1690-1698.


Key Words

oxygen, oxidation of alcohols, oxidative esterification, methyl esters


ID: J54-Y2013