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Metal-Free and Recyclable Route to Synthesize Polysubstituted Olefins via C-C Bond Construction from Direct Dehydrative Coupling of Alcohols or Alkenes with Alcohols Catalyzed by Sulfonic Acid-Functionalized Ionic Liquids
DepartmentOSSO国家重点实验室
Han F(韩峰); Yang L(杨磊); Li Z(李臻); Zhao YW(赵应伟); Xia CG(夏春谷); Yang L(杨磊); Xia CG(夏春谷)
2014
Source PublicationAdvanced Synthesis & Catalysis
ISSN1615-4150
Volume356Issue:11-12Pages:2506-2516
Abstract

A direct synthesis of polysubstituted olefins via construction of C-C bonds, which involves the direct dehydrative coupling of alcohols or alkenes with alcohols, was realized using a series of alkanesulfonic acid group-functionalized ionic liquids (SO3H-functionlization ILs) without additives. The metal-free and recyclable catalyst system avoided the disposal and neutralization of acidic catalysts after reaction and tolerated a broad range of substrates, including benzylic, allyl, propargylic, aliphatic and aromatic or aliphatic olefins. Additionally, the catalytic system was suitable for a gram-scale preparation. Preliminary mechanistic studies indicated that the C-H bond cleavage in this reaction might be involved in the rate-determining step.

KeywordAlcohols Alkenes C-c Bond Construction Direct Dehydrative Coupling Sulfonic Acid-functionalized Ionic Liquids
Subject Area物理化学与绿色催化
DOI10.1002/adsc.201301150
Funding Organizationthe National Science Foundation of China (No. 21303231;21173241;21133011);the National Basic Research Program of China (2011CB201404);the Chinese Academy of Sciences
Indexed BySCI
If5.663
Language英语
Funding Project均相催化课题组;有机功能材料研究组
compositor第一作者单位
Citation statistics
Cited Times:33[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.licp.cn/handle/362003/6184
Collection羰基合成与选择氧化国家重点实验室(OSSO)
Corresponding AuthorYang L(杨磊); Xia CG(夏春谷)
AffiliationChinese Acad Sci, State Key Lab Oxo Synth & Select Oxidat, Lanzhou Inst Chem Phys, Lanzhou 730000, Peoples R China
Recommended Citation
GB/T 7714
Han F,Yang L,Li Z,et al. Metal-Free and Recyclable Route to Synthesize Polysubstituted Olefins via C-C Bond Construction from Direct Dehydrative Coupling of Alcohols or Alkenes with Alcohols Catalyzed by Sulfonic Acid-Functionalized Ionic Liquids[J]. Advanced Synthesis & Catalysis,2014,356(11-12):2506-2516.
APA Han F.,Yang L.,Li Z.,Zhao YW.,Xia CG.,...&夏春谷.(2014).Metal-Free and Recyclable Route to Synthesize Polysubstituted Olefins via C-C Bond Construction from Direct Dehydrative Coupling of Alcohols or Alkenes with Alcohols Catalyzed by Sulfonic Acid-Functionalized Ionic Liquids.Advanced Synthesis & Catalysis,356(11-12),2506-2516.
MLA Han F,et al."Metal-Free and Recyclable Route to Synthesize Polysubstituted Olefins via C-C Bond Construction from Direct Dehydrative Coupling of Alcohols or Alkenes with Alcohols Catalyzed by Sulfonic Acid-Functionalized Ionic Liquids".Advanced Synthesis & Catalysis 356.11-12(2014):2506-2516.
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