Chiral Bioinspired Non-Heme Iron Complexes for Enantioselective Epoxidation of α,β-Unsaturated Ketones | |
Department | 羰基合成与选择氧化国家重点实验室 |
Wu M(吴梅); Miao CX(苗成霞); Wang SF(王寿峰); Hu XX(胡霄雪); Xia CG(夏春谷); Fritz E. Kühn; Sun W(孙伟) | |
2011 | |
Source Publication | Adv. Synth. Catal. |
ISSN | 1615-4150 |
Volume | 353Issue:16Pages:3014-3022 |
Abstract | Chiral bioinspired iron complexes of N4 ligands based on the ethylenediamine backbone display remarkable levels of enantioselectivity for the first time in the asymmetric epoxidation of a,b-unsaturated ketones using hydrogen peroxide (up to 87% ee) or peracetic acid as oxidant, respectively. Notablely, isotopic labeling with H2 18O strongly demonstrated that there is a reversible water binding step prior to generation of the significant intermediate. Besides, the complex [L2FeACHTUNGTRENUNG(III)2ACHTUNGTRENUNG(m-O)ACHTUNGTRENUNG(m-CH3CO2)]3+ usually derived from the decay of the LFe(IV)=O species or thermodynamic sinks for a number of iron complexes was identified by HR-MS. In addition, the possible mechanisms were proposed and LFe(V)=O species may be the main active intermediate in the catalytic system. |
Keyword | Chiral N4 Ligand Enantioselectivity Epoxidation Iron a B-unsaturated Carbonyl Compounds |
Subject Area | 仿生与生物催化 |
Funding Organization | the Chinese Academy of Sciences and National Natural Science Foundation of China (20873166 and 21073210). |
Indexed By | SCI |
Language | 英语 |
Funding Project | 均相催化研究组 ; 生物与仿生催化研究组 ; 管理与大型仪器组 |
Document Type | 期刊论文 |
Identifier | http://ir.licp.cn/handle/362003/279 |
Collection | 羰基合成与选择氧化国家重点实验室(OSSO) |
Corresponding Author | Sun W(孙伟) |
Recommended Citation GB/T 7714 | Wu M,Miao CX,Wang SF,et al. Chiral Bioinspired Non-Heme Iron Complexes for Enantioselective Epoxidation of α,β-Unsaturated Ketones[J]. Adv. Synth. Catal.,2011,353(16):3014-3022. |
APA | 吴梅.,苗成霞.,王寿峰.,胡霄雪.,夏春谷.,...&孙伟.(2011).Chiral Bioinspired Non-Heme Iron Complexes for Enantioselective Epoxidation of α,β-Unsaturated Ketones.Adv. Synth. Catal.,353(16),3014-3022. |
MLA | 吴梅,et al."Chiral Bioinspired Non-Heme Iron Complexes for Enantioselective Epoxidation of α,β-Unsaturated Ketones".Adv. Synth. Catal. 353.16(2011):3014-3022. |
Files in This Item: | ||||||
File Name/Size | DocType | Version | Access | License | ||
20-Adv. Synth. Catal(381KB) | 开放获取 | License | View Application Full Text |
Items in the repository are protected by copyright, with all rights reserved, unless otherwise indicated.
Edit Comment