Seeing the cis-Dihydroxylating Intermediate: A Mononuclear Nonheme Iron-Peroxo Complex in cis-Dihydroxylation Reactions Modeling Rieske Dioxygenases
- 주제(기타) Chemistry, Multidisciplinary
- 설명문(일반) [Zhu, Wenjuan; Kumar, Akhilesh; Li, Xiao-Xi; Seo, Mi Sook; Lee, Yong-Min; Nam, Wonwoo] Ewha Womans Univ, Dept Chem & Nano Sci, Seoul 03760, South Korea; [Nam, Wonwoo] Univ Jinan, Sch Chem & Chem Engn, Jinan 250022, Peoples R China; [Xiong, Jin; Guo, Yisong] Carnegie Mellon Univ, Dept Chem, Pittsburgh, PA 15213 USA; [Abernathy, Macon J.; Sarangi, Ritimukta] SLAC Natl Accelerator Lab, Stanford Synchrotron Radiat Lightsource, Stanford, CA 94025 USA; [Li, Xiao-Xi] Shandong Univ, Inst Mol Sci & Engn, Inst Frontier & Interdisciplinary Sci, Qingdao 266237, Peoples R China
- 등재 SCIE, SCOPUS
- 발행기관 AMER CHEMICAL SOC
- 발행년도 2023
- 총서유형 Journal
- URI http://www.dcollection.net/handler/ewha/000000204230
- 본문언어 영어
- Published As https://doi.org/10.1021/jacs.2c13551
초록/요약
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.
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