中国科学院大连化学物理研究所机构知识库
Advanced  
DICP OpenIR  > 中国科学院大连化学物理研究所  > 期刊论文
题名: Palladium-Catalyzed Coupling Reaction of alpha-Diazocarbonyl Compounds with Aromatic Boronic Acids or Halides
作者: Peng, Cheng1;  Yan, Guobin1;  Wang, Yan1;  Jiang, Yubo1;  Zhang, Yan1;  Wang, Jianbo1
关键词: palladium catalysis ;  cross-coupling ;  diazo compounds ;  aryl halides ;  arylboronic acids
刊名: SYNTHESIS-STUTTGART
发表日期: 2010-12-01
DOI: 10.1055/s-0030-1258322
期: 24, 页:4154-4168
收录类别: SCI ;  IC
文章类型: Article
WOS标题词: Science & Technology ;  Physical Sciences
类目[WOS]: Chemistry, Organic
研究领域[WOS]: Chemistry
英文摘要: Efficient palladium-catalyzed cross-coupling reactions of alpha-diazocarbonyl compounds and arylboronic acids or aryl halides have been developed. The reaction proceeds smoothly for a range of diazo compounds, boronic acids, and halides. The coupling reaction conditions tolerate various substituents on the aromatic rings of the substrates, such as chloro, fluoro, acyl, oxo, ester, and nitro groups. This coupling reaction constitutes a novel access to alpha-aryl-substituted alpha,beta-unsaturated carbonyl compounds. Mechanistically, palladium-carbene is supposed to be the key intermediate; its formation is followed by migratory insertion of an aryl group to the carbenic carbon of the palladium-carbene complex and subsequent beta-hydride elimination. Kinetic isotope effect (KIE) data measured for intra- and intermolecular competition experiments suggest that beta-hydride elimination is not involved in the rate-determining step.
关键词[WOS]: N-HETEROCYCLIC CARBENES ;  BETA-HYDRIDE ELIMINATION ;  ORGANIC-SYNTHESIS ;  ASYMMETRIC CYCLOPROPANATION ;  STEREOSELECTIVE-SYNTHESIS ;  MIGRATORY INSERTION ;  ARYL HALIDES ;  MEDIATED COPOLYMERIZATION ;  CARBONYLATION REACTIONS ;  STABILIZED CARBENE
语种: 英语
WOS记录号: WOS:000286479200002
Citation statistics: 
内容类型: 期刊论文
URI标识: http://cas-ir.dicp.ac.cn/handle/321008/141875
Appears in Collections:中国科学院大连化学物理研究所_期刊论文

Files in This Item:

There are no files associated with this item.


作者单位: 1.Peking Univ, Beijing Natl Lab Mol Sci, Key Lab Bioorgan Chem & Mol Engn, Minist Educ,Coll Chem, Beijing 100871, Peoples R China

Recommended Citation:
Peng, Cheng,Yan, Guobin,Wang, Yan,et al. Palladium-Catalyzed Coupling Reaction of alpha-Diazocarbonyl Compounds with Aromatic Boronic Acids or Halides[J]. SYNTHESIS-STUTTGART,2010(24):4154-4168.
Service
 Recommend this item
 Sava as my favorate item
 Show this item's statistics
 Export Endnote File
Google Scholar
 Similar articles in Google Scholar
 [Peng, Cheng]'s Articles
 [Yan, Guobin]'s Articles
 [Wang, Yan]'s Articles
CSDL cross search
 Similar articles in CSDL Cross Search
 [Peng, Cheng]‘s Articles
 [Yan, Guobin]‘s Articles
 [Wang, Yan]‘s Articles
Related Copyright Policies
Null
Social Bookmarking
  Add to CiteULike  Add to Connotea  Add to Del.icio.us  Add to Digg  Add to Reddit 
所有评论 (0)
暂无评论
 
评注功能仅针对注册用户开放,请您登录
您对该条目有什么异议,请填写以下表单,管理员会尽快联系您。
内 容:
Email:  *
单位:
验证码:   刷新
您在IR的使用过程中有什么好的想法或者建议可以反馈给我们。
标 题:
 *
内 容:
Email:  *
验证码:   刷新

Items in IR are protected by copyright, with all rights reserved, unless otherwise indicated.

 

 

Valid XHTML 1.0!
Powered by CSpace