Biomimetic Non-Heme Iron-Catalyzed Epoxidation of Challenging Terminal Alkenes Using Aqueous H2O2 as an Environmentally Friendly Oxidant

Fingerhut A, Vargas-Caporali J, Antonio Leyva-Ramirez M, Juaristi E, Tsogoeva S (2019)

Publication Type: Journal article

Publication year: 2019

Journal

Molecules MDPI

Book Volume: 24

Journal Issue: 17

DOI: 10.3390/molecules24173182

Abstract

Catalysis mediated by iron complexes is emerging as an eco-friendly and inexpensive option in comparison to traditional metal catalysis. The epoxidation of alkenes constitutes an attractive application of iron(III) catalysis, in which terminal olefins are challenging substrates. Herein, we describe our study on the design of biomimetic non-heme ligands for the in situ generation of iron(III) complexes and their evaluation as potential catalysts in epoxidation of terminal olefins. Since it is well-known that active sites of oxidases might involve imidazole fragment of histidine, various simple imidazole derivatives (seven compounds) were initially evaluated in order to find the best reaction conditions and to develop, subsequently, more elaborated amino acid-derived peptide-like chiral ligands (10 derivatives) for enantioselective epoxidations.

Authors with CRIS profile

Anja Fingerhut Lehrstuhl für Organische Chemie I Svetlana Tsogoeva Professur für Organische Chemie

Involved external institutions

Center for Research and Advanced Studies of the National Polytechnic Institute / Centro de Investigación y de Estudios Avanzados del Instituto Politécnico Nacional (CINVESTAV-IPN) MX Mexico (MX)

How to cite

APA:

Fingerhut, A., Vargas-Caporali, J., Antonio Leyva-Ramirez, M., Juaristi, E., & Tsogoeva, S. (2019). Biomimetic Non-Heme Iron-Catalyzed Epoxidation of Challenging Terminal Alkenes Using Aqueous H2O2 as an Environmentally Friendly Oxidant. Molecules, 24(17). https://doi.org/10.3390/molecules24173182

MLA:

Fingerhut, Anja, et al. "Biomimetic Non-Heme Iron-Catalyzed Epoxidation of Challenging Terminal Alkenes Using Aqueous H2O2 as an Environmentally Friendly Oxidant." Molecules 24.17 (2019).

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