Oxidation kinetics resolution of racemic aromatic sulfoxides by chiral porphyrin-inspired n4 ligand with manganese complex | |
Yang Jinchuang1,2; Li Guosong2; Lu Chengwei1; An Yue1; Gao Shuang2 | |
刊名 | Chinese journal of organic chemistry |
2018-11-25 | |
卷号 | 38期号:11页码:3070-3077 |
关键词 | Ligand n-4 Manganese Oxidative kinetic resolution Aromatic sulfoxides Sulfone |
ISSN号 | 0253-2786 |
DOI | 10.6023/cjoc201805034 |
通讯作者 | An yue(anyue_11@163.com) ; Gao shuang(sgao@dicp.ac.cn) |
英文摘要 | Oxidative kinetics resolution of racemic aromatic sulfoxide was studied by using chiral porphyrin-inspired n-4 ligands and manganese in situ complex as catalyst, environment-friendly h2o2 as oxidant and adamantanecarboxvlic acid as additive. the arylalkyl and arylbenzyl sulfoxide substrates were extended by this catalytic system. a maximum yield of chiral sulfoxide was 40% and the enantioselectivity was 100%. in the meantime, the yield of sulfone a further oxidation products of sulfoxide, was up to 72%. it was found that the catalytic oxidation system is more prone to electron-rich sulfoxide through the competition experiment between electron-rich sulfoxide and electron-deficient sulfoxide substrates. in addition, the success of gram-scale oxidation kinetic resolution also shows that this method has a certain practical value in methodology. |
WOS关键词 | EFFICIENT ASYMMETRIC OXIDATION ; CATALYZED OXIDATION ; ENANTIOSELECTIVE SULFOXIDATION ; SULFIDE OXIDATION ; HYDROGEN-PEROXIDE ; EPOXIDATION ; SULFONES ; SYSTEM ; YIELDS ; H2O2 |
WOS研究方向 | Chemistry |
WOS类目 | Chemistry, Organic |
语种 | 英语 |
出版者 | SCIENCE PRESS |
WOS记录号 | WOS:000452171800020 |
内容类型 | 期刊论文 |
URI标识 | http://www.corc.org.cn/handle/1471x/2372976 |
专题 | 大连化学物理研究所 |
通讯作者 | An Yue; Gao Shuang |
作者单位 | 1.Chinese Acad Sci, Dalian Inst Chem Phys, Dalian Natl Lab Clean Energy, Dalian 116023, Peoples R China 2.Liaoning Normal Univ, Coll Chem & Chem Engn, Dalian 116029, Peoples R China |
推荐引用方式 GB/T 7714 | Yang Jinchuang,Li Guosong,Lu Chengwei,et al. Oxidation kinetics resolution of racemic aromatic sulfoxides by chiral porphyrin-inspired n4 ligand with manganese complex[J]. Chinese journal of organic chemistry,2018,38(11):3070-3077. |
APA | Yang Jinchuang,Li Guosong,Lu Chengwei,An Yue,&Gao Shuang.(2018).Oxidation kinetics resolution of racemic aromatic sulfoxides by chiral porphyrin-inspired n4 ligand with manganese complex.Chinese journal of organic chemistry,38(11),3070-3077. |
MLA | Yang Jinchuang,et al."Oxidation kinetics resolution of racemic aromatic sulfoxides by chiral porphyrin-inspired n4 ligand with manganese complex".Chinese journal of organic chemistry 38.11(2018):3070-3077. |
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