LICP OpenIR  > 羰基合成与选择氧化国家重点实验室(OSSO)
Anti-Markovnikov Oxidation of beta-Alkyl Styrenes with H2O as the Terminal Oxidant
DepartmentOSSO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 PublicationJournal of the American Chemical Society
ISSN0002-7863
Volume138Issue: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
DOI10.1021/jacs.6b07411
Funding Organizationthe 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 BySCI
If13.858
Language英语
compositor第二作者单位
Citation statistics
Cited Times:135[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://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 AuthorLei AW(雷爱文)
Affiliation1.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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