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Cobalt(II)/TFA-Catalyzed Oxidative Esterification of Aldehydes and Alcohols: Dual Role of the Acid Co-Catalyst
Mahmood, Sajid1,2; Li, Ting1,2; Xu, Bao-Hua1; Guo, Ya-Fei1,2; Zhang, Suo-Jiang1
2017-06-01
Source PublicationASIAN JOURNAL OF ORGANIC CHEMISTRY
ISSN2193-5807
Volume6Issue:6Pages:768-774
Abstract

A Co-II/CF3COOH (TFA)-catalyzed oxidative esterification of aldehydes and alkanols by using tBuOOH as an oxidant is reported. A mechanistic investigation indicated that the oxidation reaction proceeded through the formation of a Co-III-OCH(OMe)R complex, followed by H-atom abstraction by an in-situ-generated tBuO(center dot) radical. The former kinetic step was thought to be the selectivity-determining step. Moreover, the strong acidity and TFA proton were beneficial for both the dehydrative formation of the Co-III-OCH(OMe) R complex and the redox properties of the cobalt atom, thereby offering high efficiency for the target oxidative cross-coupling reaction.

KeywordCobalt Cross-coupling Esterification Oxidation Reaction Mechanisms
SubtypeArticle
WOS HeadingsScience & Technology ; Physical Sciences
DOI10.1002/ajoc.201700139
Indexed BySCI
Language英语
WOS KeywordAromatic Methyl-esters ; Unactivated Olefins ; Catalyzed Oxidation ; Electron-transfer ; Benzyl Alcohols ; Alkyl Radicals ; Cobalt ; Efficient ; Oxidant ; Nhc
WOS Research AreaChemistry
WOS SubjectChemistry, Organic
Funding OrganizationNational Key Projects for Fundamental Research and Development of China(2016YFB0601303) ; National Natural Science Foundation of China(21476240 ; Instrument Developing Project of the Chinese Academy of Sciences(YZ201521) ; Chinese Academy of Sciences 100 Talents Program ; Key Program of the National Natural Science Foundation of China(91434203) ; State Key Laboratory of Multiphase Complex Systems, Institute of Process Engineering, Chinese Academy of Sciences(MPCS-2015-A-05) ; 21476239)
WOS IDWOS:000405134900023
Citation statistics
Document Type期刊论文
Identifierhttp://ir.ipe.ac.cn/handle/122111/22852
Collection多相复杂系统国家重点实验室
Affiliation1.Chinese Acad Sci, Beijing Key Lab Ion Liquids Clean Proc, State Key Lab Multiphase Complex Syst, Key Lab Green Proc & Engn,Inst Proc Engn, Beijing 100190, Peoples R China
2.Univ Chinese Acad Sci, Sch Chem & Chem Engn, Beijing 100049, Peoples R China
Recommended Citation
GB/T 7714
Mahmood, Sajid,Li, Ting,Xu, Bao-Hua,et al. Cobalt(II)/TFA-Catalyzed Oxidative Esterification of Aldehydes and Alcohols: Dual Role of the Acid Co-Catalyst[J]. ASIAN JOURNAL OF ORGANIC CHEMISTRY,2017,6(6):768-774.
APA Mahmood, Sajid,Li, Ting,Xu, Bao-Hua,Guo, Ya-Fei,&Zhang, Suo-Jiang.(2017).Cobalt(II)/TFA-Catalyzed Oxidative Esterification of Aldehydes and Alcohols: Dual Role of the Acid Co-Catalyst.ASIAN JOURNAL OF ORGANIC CHEMISTRY,6(6),768-774.
MLA Mahmood, Sajid,et al."Cobalt(II)/TFA-Catalyzed Oxidative Esterification of Aldehydes and Alcohols: Dual Role of the Acid Co-Catalyst".ASIAN JOURNAL OF ORGANIC CHEMISTRY 6.6(2017):768-774.
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