Seeing the cis -Dihydroxylating Intermediate: A Mononuclear Nonheme Iron-Peroxo Complex in cis -Dihydroxylation Reactions Modeling Rieske Dioxygenases.

Autor:	Zhu W; Department of Chemistry and Nano Science, Ewha Womans University, Seoul 03760, Korea., Kumar A; Department of Chemistry and Nano Science, Ewha Womans University, Seoul 03760, Korea., Xiong J; Department of Chemistry, Carnegie Mellon University, Pittsburgh, Pennsylvania 15213, United States., Abernathy MJ; Stanford Synchrotron Radiation Lightsource, SLAC National Accelerator Laboratory, Stanford, California 94025, United States., Li XX; Department of Chemistry and Nano Science, Ewha Womans University, Seoul 03760, Korea.; Institute of Molecular Sciences and Engineering, Institute of Frontier and Interdisciplinary Science, Shandong University, Qingdao 266237, China., Seo MS; Department of Chemistry and Nano Science, Ewha Womans University, Seoul 03760, Korea., Lee YM; Department of Chemistry and Nano Science, Ewha Womans University, Seoul 03760, Korea., Sarangi R; Stanford Synchrotron Radiation Lightsource, SLAC National Accelerator Laboratory, Stanford, California 94025, United States., Guo Y; Department of Chemistry, Carnegie Mellon University, Pittsburgh, Pennsylvania 15213, United States., Nam W; Department of Chemistry and Nano Science, Ewha Womans University, Seoul 03760, Korea.; School of Chemistry and Chemical Engineering, University of Jinan, Jinan 250022, China.
Jazyk:	angličtina
Zdroj:	Journal of the American Chemical Society [J Am Chem Soc] 2023 Mar 01; Vol. 145 (8), pp. 4389-4393. Date of Electronic Publication: 2023 Feb 16.
DOI:	10.1021/jacs.2c13551
Abstrakt:	The nature of reactive intermediates and the mechanism of the cis -dihydroxylation of arenes and olefins by Rieske dioxygenases and synthetic nonheme iron catalysts have been the topic of intense research over the past several decades. In this study, we report that a spectroscopically well characterized mononuclear nonheme iron(III)-peroxo complex reacts with olefins and naphthalene derivatives, yielding iron(III) cycloadducts that are isolated and characterized structurally and spectroscopically. Kinetics and product analysis reveal that the nonheme iron(III)-peroxo complex is a nucleophile that reacts with olefins and naphthalenes to yield cis -diol products. The present study reports the first example of the cis -dihydroxylation of substrates by a nonheme iron(III)-peroxo complex that yields cis -diol products.
Databáze:	MEDLINE
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