View : 331 Download: 0
Biologically inspired nonheme iron complex-catalyzed cis-dihydroxylation of alkenes modeling Rieske dioxygenases
- Title
- Biologically inspired nonheme iron complex-catalyzed cis-dihydroxylation of alkenes modeling Rieske dioxygenases
- Authors
- Chen, Jie; Song, Wenxun; Lee, Yong-Min; Nam, Wonwoo; Wang, Bin
- Ewha Authors
- 남원우; 이용민
- SCOPUS Author ID
- 남원우; 이용민
- Issue Date
- 2023
- Journal Title
- COORDINATION CHEMISTRY REVIEWS
- ISSN
- 0010-8545
1873-3840
- Citation
- COORDINATION CHEMISTRY REVIEWS vol. 477
- Keywords
- cis-Dihydroxylation; Bioinspired catalysis; Nonheme iron catalysts; Rieske dioxygenases; Mechanism
- Publisher
- ELSEVIER SCIENCE SA
- Indexed
- SCIE; SCOPUS
- Document Type
- Review
- Abstract
- The development of selective catalytic oxidation systems for alkene cis-dihydroxylation under environ-mentally benign conditions is an important goal that has long been pursued in the fields of synthetic and biomimetic chemistry and catalysis. Excellent examples for cis-dihydroxylation of alkenes are natu-rally occurring nonheme iron-dependent Rieske dioxygenases capable of performing aerobic regio-and stereoselective cis-dihydroxylation that is involved in the degradation of aromatics, with both oxygen atoms of O2 incorporated into the cis-dihydrodiol product. Inspired by the structural features of the non-heme iron enzyme center and the reaction mechanisms that underlie their efficacy to catalyze cis- dihydroxylation utilizing O2 and NADH as co-substrates, numerous nonheme iron complexes have been designed as the functional models of Rieske dioxygenases and demonstrated that those nonheme iron models catalyze the cis-dihydroxylation of alkenes with H2O2 as a terminal oxidant, yielding the cis- dihydrodiol products selectively. In this review, we describe recent developments of biologically inspired nonheme iron complexes for cis-dihydroxylation catalysis together with the evolution of the postulated reaction mechanisms to rationalize the experimental observations and the dichotomy between alkene cis-dihydroxylation and epoxidation, with particular emphasis on the structure-reactivity correlation of catalysts. These studies would provide important insights into the fundamental reaction pathways in enzymatic reactions and contribute to the rational design of efficient and selective bioinspired cis- dihydroxylation catalysts. (c) 2022 Published by Elsevier B.V.
- DOI
- 10.1016/j.ccr.2022.214945
- Appears in Collections:
- 자연과학대학 > 화학·나노과학전공 > Journal papers
- Files in This Item:
There are no files associated with this item.
- Export
- RIS (EndNote)
- XLS (Excel)
- XML