Anti-Markovnikov Oxidation of beta-Alkyl Styrenes with H2O as the Terminal Oxidant | |
Department | OSSO国家重点实验室 |
Zhang, Guoting1; Hu, Xia1; Chiang, Chien-Wei1; Yi, Hong1; Pei, Pengkun1; Singh, Atul K.1; Lei AW(雷爱文)1,2; Lei AW(雷爱文) | |
2016 | |
Source Publication | Journal of the American Chemical Society |
ISSN | 0002-7863 |
Volume | 138Issue:37Pages:12037-12040 |
Abstract | Oxygenation of alkenes is one of the most straightforward routes for the construction of carbonyl compounds. Wacker oxidation provides a broadly useful strategy to convert the mineral oil into higher value-added carbonyl chemicals. However, the conventional Wacker chemistry remains problematic, such as the poor activity for internal alkenes, the lack of anti-Markovnikov regioselectivity, and the high cost and chemical waste resulted from noble metal catalysts and stoichiometric oxidant. Here, we describe an unprecedented dehydrogenative oxygenation of β-alkyl styrenes and their derivatives with water under external-oxidant-free conditions by utilizing the synergistic effect of photocatalysis and proton-reduction catalysis that can address these challenges. This dual catalytic system possesses the single anti-Markovnikov selectivity due to the property of the visible-light-induced alkene radical cation intermediate. |
Subject Area | 物理化学与绿色催化 |
DOI | 10.1021/jacs.6b07411 |
Funding Organization | the 973 Program (2011CB808600;2012CB725302;2013CB834804);the National Natural Science Foundation of China (21390400;21272180;91427303;21402217);the Research Fund for the Doctoral Program of Higher Education of China (20120141130002);the Ministry of Science and Technology of China (2012YQ120060);the Program for Changjiang Scholars and Innovative Research Team in University (IRT1030);the Program of Introducing Talents of Discipline to Universities of China (111 Program) |
Indexed By | SCI |
If | 13.858 |
Language | 英语 |
compositor | 第二作者单位 |
Citation statistics | |
Document Type | 期刊论文 |
Identifier | http://ir.licp.cn/handle/362003/20690 |
Collection | 羰基合成与选择氧化国家重点实验室(OSSO) |
Corresponding Author | Lei AW(雷爱文) |
Affiliation | 1.Wuhan Univ, IAS, Coll Chem & Mol Sci, Wuhan 430072, Hubei, Peoples R China 2.Chinese Acad Sci, Lanzhou Inst Chem Phys, Lanzhou 730000, Peoples R China |
Recommended Citation GB/T 7714 | Zhang, Guoting,Hu, Xia,Chiang, Chien-Wei,et al. Anti-Markovnikov Oxidation of beta-Alkyl Styrenes with H2O as the Terminal Oxidant[J]. Journal of the American Chemical Society,2016,138(37):12037-12040. |
APA | Zhang, Guoting.,Hu, Xia.,Chiang, Chien-Wei.,Yi, Hong.,Pei, Pengkun.,...&雷爱文.(2016).Anti-Markovnikov Oxidation of beta-Alkyl Styrenes with H2O as the Terminal Oxidant.Journal of the American Chemical Society,138(37),12037-12040. |
MLA | Zhang, Guoting,et al."Anti-Markovnikov Oxidation of beta-Alkyl Styrenes with H2O as the Terminal Oxidant".Journal of the American Chemical Society 138.37(2016):12037-12040. |
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