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Oxidation of Aromatic Aldehydes to Esters: A Sulfate Radical Redox System
Guo, Ya-Fei1,2; Mahmood, Sajid1,2; Xu, Bao-Hua1; Yao, Xiao-Qian1; He, Hong-Yan1; Zhang, Suo-Jiang1
2017-02-03
Source PublicationJOURNAL OF ORGANIC CHEMISTRY
ISSN0022-3263
Volume82Issue:3Pages:1591-1599
Abstract

A mild oxidative esterification of various aromatic aldehydes by sulfate radical redox system was presented. In the reaction pathway exploration, the transiency of MeOSO3- was disclosed, which was generated from esterification between the in situ generated HSO4- and MeOH, a rate-limiting step in the process. More importantly, the selectivity-controlling step was represented by the subsequent nucleophilic displacement between MeOSO3- and aldehydes. The ionic oxidant la ((NH4)(2)S2O8) with more N-H numbers in the cation, as compared with lc ((n-Bu4N)(2)S2O8) and Id ((PyH)(2)S2O8), has better performance in the oxidative esterification of aldehydes.

SubtypeArticle
WOS HeadingsScience & Technology ; Physical Sciences
DOI10.1021/acs.joc.6b02775
Indexed BySCI
Language英语
WOS KeywordAerobic Oxidation ; Catalyzed Aldehyde ; Hydrogen-peroxide ; Aqueous-solutions ; Organic-compounds ; Bond Activation ; Rate Constants ; Esterification ; Alcohols ; Peroxydisulfate
WOS Research AreaChemistry
WOS SubjectChemistry, Organic
Funding Organization973 Program(2015CB251401) ; Key Program of National Natural Science Foundation of China(91434203) ; National Natural Science Foundation of China(21476240 ; Instrument Developing Project of the Chinese Academy of Sciences(YZ201521) ; CAS 100-Talent Program ; 21406230)
WOS IDWOS:000394472900033
Citation statistics
Cited Times:8[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.ipe.ac.cn/handle/122111/22102
Collection多相复杂系统国家重点实验室
Affiliation1.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
2.Univ Chinese Acad Sci, Coll Chem & Chem Engn, Beijing 100049, Peoples R China
Recommended Citation
GB/T 7714
Guo, Ya-Fei,Mahmood, Sajid,Xu, Bao-Hua,et al. Oxidation of Aromatic Aldehydes to Esters: A Sulfate Radical Redox System[J]. JOURNAL OF ORGANIC CHEMISTRY,2017,82(3):1591-1599.
APA Guo, Ya-Fei,Mahmood, Sajid,Xu, Bao-Hua,Yao, Xiao-Qian,He, Hong-Yan,&Zhang, Suo-Jiang.(2017).Oxidation of Aromatic Aldehydes to Esters: A Sulfate Radical Redox System.JOURNAL OF ORGANIC CHEMISTRY,82(3),1591-1599.
MLA Guo, Ya-Fei,et al."Oxidation of Aromatic Aldehydes to Esters: A Sulfate Radical Redox System".JOURNAL OF ORGANIC CHEMISTRY 82.3(2017):1591-1599.
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