• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

三环己基膦-环钯二茂铁基亚胺配合物:合成、晶体结构及其在铃木反应和赫克反应中的应用

Tricyclohexylphosphine-cyclopalladated ferrocenylimine complexes: synthesis, crystal structures and application in Suzuki and Heck reactions.

作者信息

Xu Chen, Gong Jun-Fang, Yue Su-Fang, Zhu Yu, Wu Yang-Jie

机构信息

Department of Chemistry, Henan Key Laboratory of Chemical Biology and Organic Chemistry, Key Laboratory of Applied Chemistry of Henan Universities, Zhengzhou University, Zhengzhou, 450052, P R China.

出版信息

Dalton Trans. 2006 Oct 21(39):4730-9. doi: 10.1039/b608825b. Epub 2006 Aug 9.

DOI:10.1039/b608825b
PMID:17028682
Abstract

A series of novel tricyclohexylphosphine (PCy(3))-cyclopalladated ferrocenylimine complexes 2c-2g have been easily synthesized. These new palladacycles are thermally stable and are not sensitive to air and moisture. Their detailed structures have been determined by single-crystal X-ray analysis and six different types of intermolecular hydrogen bonds are found to be existed in the crystals of these complexes. The use of 2c-2g as catalysts for Suzuki and Heck reactions was examined. They were found to be very efficient for the Suzuki reaction of aryl chlorides with phenylboronic acid. Typically, using 0.1 mol% of catalyst in the presence of 1.5 equivalent of Cs(2)CO(3) as base in dioxane at 100 degrees C provided coupled products in excellent yields. These complexes also displayed good activity in the Heck reaction of a range of aryl bromides with acrylic acid ethyl ester although they were not particularly useful for the activation of aryl chlorides.

摘要

一系列新型的三环己基膦(PCy₃)-环钯化二茂铁基亚胺配合物2c - 2g已被轻松合成。这些新的钯环配合物热稳定性良好,对空气和湿气不敏感。它们的详细结构已通过单晶X射线分析确定,并且在这些配合物的晶体中发现存在六种不同类型的分子间氢键。考察了2c - 2g作为铃木反应和赫克反应催化剂的用途。发现它们对于芳基氯与苯硼酸的铃木反应非常有效。通常,在100℃下于二氧六环中,使用0.1 mol%的催化剂并以1.5当量的碳酸铯作为碱,能以优异的产率得到偶联产物。这些配合物在一系列芳基溴与丙烯酸乙酯的赫克反应中也表现出良好的活性,尽管它们对芳基氯的活化并非特别有效。

相似文献

1
Tricyclohexylphosphine-cyclopalladated ferrocenylimine complexes: synthesis, crystal structures and application in Suzuki and Heck reactions.三环己基膦-环钯二茂铁基亚胺配合物:合成、晶体结构及其在铃木反应和赫克反应中的应用
Dalton Trans. 2006 Oct 21(39):4730-9. doi: 10.1039/b608825b. Epub 2006 Aug 9.
2
Orthopalladated and -platinated bulky triarylphosphite complexes: synthesis, reactivity and application as high-activity catalysts for Suzuki and Stille coupling reactions.邻位钯化和铂化的大位阻三芳基亚磷酸酯配合物:合成、反应性及作为铃木和施蒂勒偶联反应高活性催化剂的应用
Chemistry. 2003 Jul 21;9(14):3216-27. doi: 10.1002/chem.200304997.
3
Homogeneous catalysts supported on soluble polymers: biphasic Suzuki-Miyaura coupling of aryl chlorides using phase-tagged palladium-phosphine catalysts.负载于可溶性聚合物上的均相催化剂:使用相标记钯膦催化剂实现芳基氯的双相铃木-宫浦偶联反应
Chemistry. 2004 Apr 2;10(7):1789-97. doi: 10.1002/chem.200305562.
4
New cyclopalladated benzothiophenes: a catalyst precursor for the Suzuki coupling of deactivated aryl chlorides.新型环钯化苯并噻吩:一种用于失活芳基氯的 Suzuki 偶联反应的催化剂前体。
Org Biomol Chem. 2010 Jun 28;8(13):3001-6. doi: 10.1039/b927367k. Epub 2010 May 17.
5
Synthesis of novel palladacycles and their application in Heck and Suzuki reactions under aerobic conditions.新型钯环化合物的合成及其在有氧条件下的Heck反应和Suzuki反应中的应用。
Org Lett. 2004 Sep 16;6(19):3337-40. doi: 10.1021/ol048749s.
6
Well-defined chiral spiro iridium/phosphine-oxazoline cationic complexes for highly enantioselective hydrogenation of imines at ambient pressure.用于在常压下对亚胺进行高对映选择性氢化的结构明确的手性螺铱/膦-恶唑啉阳离子配合物。
J Am Chem Soc. 2006 Oct 4;128(39):12886-91. doi: 10.1021/ja063444p.
7
9-fluorenylphosphines for the Pd-catalyzed sonogashira, suzuki, and Buchwald-Hartwig coupling reactions in organic solvents and water.用于钯催化的Sonogashira、Suzuki以及Buchwald-Hartwig偶联反应的9-芴基膦,适用于有机溶剂和水中的反应。
Chemistry. 2007;13(9):2701-16. doi: 10.1002/chem.200601142.
8
Dichloro-bis(aminophosphine) complexes of palladium: highly convenient, reliable and extremely active suzuki-miyaura catalysts with excellent functional group tolerance.二氯双(胺膦)钯配合物:具有高活性、高可靠性的铃木-宫浦催化剂,对官能团具有极好的耐受性。
Chemistry. 2010 Apr 6;16(13):4075-81. doi: 10.1002/chem.200903309.
9
Synthesis of monodentate ferrocenylphosphines and their application to the palladium-catalyzed Suzuki reaction of aryl chlorides.单齿二茂铁基膦的合成及其在钯催化芳基氯的铃木反应中的应用。
J Org Chem. 2003 Apr 4;68(7):2592-9. doi: 10.1021/jo0265479.
10
Heck-type reactions of imine derivatives: a DFT study.亚胺衍生物的 Heck 型反应:DFT 研究。
Chem Asian J. 2010 Jun 1;5(6):1475-86. doi: 10.1002/asia.200900744.

引用本文的文献

1
Synthesis and characterization of triphenylphosphine adducts of ferrocene-based palladacycles and their performance in the Suzuki and Sonogashira reactions with bromo- and chloroarenes.基于二茂铁的钯环的三苯基膦加合物的合成与表征及其在溴代和氯代芳烃的Suzuki 和 Sonogashira 反应中的性能。
Molecules. 2012 May 9;17(5):5532-43. doi: 10.3390/molecules17055532.
2
4,4'-(Anthracene-9,10-di-yl)dibenzoic acid dimethyl-formamide disolvate.4,4'-(蒽-9,10-二亚基)二苯甲酸二甲基甲酰胺溶剂化物
Acta Crystallogr Sect E Struct Rep Online. 2009 May 7;65(Pt 6):o1223. doi: 10.1107/S1600536809014858.