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Cobalt-catalyzed direct transformation of aldehydes to esters: the crucial role of an enone as a mediator
Jiang, Biao-Lin1,2; Lin, Yang2,3; Wang, Meng-Liang1; Liu, Dian-Sheng1; Xu, Bao-Hua2; Zhang, Suo-Jiang2
2019-03-21
Source PublicationORGANIC CHEMISTRY FRONTIERS
ISSN2052-4129
Volume6Issue:6Pages:801-807
AbstractAn oxidative esterification of aldehydes with alkanols catalyzed by an in situ generated low-valent cobalt system has been developed using an enone as a mild oxidant. Mechanistic studies revealed that it proceeds through a Co(i)-catalyzed hydrogen-transfer route, wherein the -vinyl moiety in the bidentate enone functions as a hydride acceptor. Meanwhile, Co(i)-catalyzed formyl C-H activation occurred as a competing reaction leading to aldehyde dimerization. The occurrence of the usually kinetically disfavored hydride transfer step therein was significantly increased in the presence of an enone reacting as a hydride transfer initiator.
DOI10.1039/c8qo01298a
Language英语
WOS KeywordCHEMOSELECTIVE TRANSFER HYDROGENATION ; C-H FUNCTIONALIZATION ; OXIDATIVE ESTERIFICATION ; TISHCHENKO REACTIONS ; PRIMARY ALCOHOLS ; INTERMOLECULAR HYDROACYLATION ; INTRAMOLECULAR HYDROACYLATION ; ALDOL CONDENSATIONS ; BENZYLIC ALCOHOLS ; COMPLEXES
Funding ProjectNational Natural Science Foundation of China[U1662133] ; National Natural Science Foundation of China[21476240]
WOS Research AreaChemistry
WOS SubjectChemistry, Organic
Funding OrganizationNational Natural Science Foundation of China
WOS IDWOS:000462670600012
PublisherROYAL SOC CHEMISTRY
Citation statistics
Document Type期刊论文
Identifierhttp://ir.ipe.ac.cn/handle/122111/28278
Collection中国科学院过程工程研究所
Corresponding AuthorLiu, Dian-Sheng; Xu, Bao-Hua
Affiliation1.Shanxi Univ, Sch Chem & Chem Engn, Taiyuan 030006, Shanxi, Peoples R China
2.Chinese Acad Sci, Inst Proc Engn, State Key Lab Multiphase Complex Syst, Beijing Key Lab Ion Liquids Clean Proc,Key Lab Gr, Beijing 100190, Peoples R China
3.East China Univ Sci & Technol, State Key Lab Chem Engn, Shanghai 200237, Peoples R China
Recommended Citation
GB/T 7714
Jiang, Biao-Lin,Lin, Yang,Wang, Meng-Liang,et al. Cobalt-catalyzed direct transformation of aldehydes to esters: the crucial role of an enone as a mediator[J]. ORGANIC CHEMISTRY FRONTIERS,2019,6(6):801-807.
APA Jiang, Biao-Lin,Lin, Yang,Wang, Meng-Liang,Liu, Dian-Sheng,Xu, Bao-Hua,&Zhang, Suo-Jiang.(2019).Cobalt-catalyzed direct transformation of aldehydes to esters: the crucial role of an enone as a mediator.ORGANIC CHEMISTRY FRONTIERS,6(6),801-807.
MLA Jiang, Biao-Lin,et al."Cobalt-catalyzed direct transformation of aldehydes to esters: the crucial role of an enone as a mediator".ORGANIC CHEMISTRY FRONTIERS 6.6(2019):801-807.
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