Organic Chemistry Portal

Abstracts

Search:

Efficient and Selective Peracetic Acid Epoxidation Catalyzed by a Robust Manganese Catalyst

Isaac Garcia-Bosch, Anna Company, Xavier Fontrodona, Xavi Ribas* and Miquel Costas*

*Departament de Química, Campus de Montilivi, E-17071 Girona, Catalonia, Spain, and Serveis Tècnics de Recerca, Universitat de Girona, E-17071 Girona, Catalonia, Spain, Email: xavi.ribasudg.edu, miquel.costasudg.edu

I. Garcia-Bosch, A. Company, X. Fontrodona, X. Ribas, M. Costas, Org. Lett., 2008, 10, 2095-2098.

DOI: 10.1021/ol800329m (free Supporting Information)


Abstract

A manganese catalyst containing a tetradentate ligand derived from triazacyclononane exhibits high catalytic activity in epoxidation reactions using peracetic acid as oxidant. The system exhibits broad substrate scope and is remarkably selective toward aliphatic cis-olefins. Mechanistic studies point toward an electrophilic oxidant delivering the oxygen atom in a concerted step.

see article for more examples



A Broad Substrate-Scope Method for Fast, Efficient and Selective Hydrogen Peroxide-Epoxidation

I. Garcia-Bosch, X. Ribas, M. Costas, Adv. Synth. Catal., 2008, 351, 348-352.


Key Words

Epoxidation, Peracetic Acid


ID: J54-Y2008-1370