• 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

一锅法通过 Ir-Pd 杂化双金属催化剂串联过程由硝基芳烃制备亚胺。

One-pot preparation of imines from nitroarenes by a tandem process with an Ir-Pd heterodimetallic catalyst.

机构信息

Departamento de Química Inorgánica y Orgánica, Universitat Jaume I, 12071-Castellón, Spain.

出版信息

Chemistry. 2010 Sep 10;16(34):10502-6. doi: 10.1002/chem.201000801.

DOI:10.1002/chem.201000801
PMID:20652912
Abstract

A new tandem catalytic process has been studied for a heterodimetallic complex containing both iridium and palladium fragments connected by a 1,2,4-trimethyltriazolyldiylidene ligand. The process implies the unprecedented preparation of imines from the direct reaction of nitroarenes and primary alcohols. The global process comprises the following steps: 1) reduction of the nitroarene to an amine, 2) oxidation of the alcohol to aldehyde, and 3) condensation of the aldehyde and the amine to form the corresponding imine. The oxidation of the alcohol to aldehyde is promoted by the iridium fragment, while the reduction of the nitro group to amine is facilitated by palladium. A wide set of different catalytic systems has been studied, showing that the Ir/Pd complex 1 is a highly active and stable catalyst in the preparation of imines.

摘要

一种新型的串联催化过程已经被研究用于一种包含铱和钯片段的杂二金属配合物,这些片段通过 1,2,4-三甲基三唑二亚基配体连接。该过程意味着前所未有的直接由硝基芳烃和伯醇制备亚胺。整个过程包括以下步骤:1)将硝基芳烃还原为胺,2)将醇氧化为醛,3)将醛和胺缩合形成相应的亚胺。醇的氧化由铱片段促进,而硝基还原为胺则由钯促进。已经研究了广泛的不同催化体系,表明 Ir/Pd 配合物 1 是制备亚胺的高效稳定催化剂。

相似文献

1
One-pot preparation of imines from nitroarenes by a tandem process with an Ir-Pd heterodimetallic catalyst.一锅法通过 Ir-Pd 杂化双金属催化剂串联过程由硝基芳烃制备亚胺。
Chemistry. 2010 Sep 10;16(34):10502-6. doi: 10.1002/chem.201000801.
2
Dual catalysis with an Ir(III)-Au(I) heterodimetallic complex: reduction of nitroarenes by transfer hydrogenation using primary alcohols.铱(III)-金(I)杂化双金属配合物的双催化作用:用伯醇进行转移氢化还原硝基芳烃。
Chemistry. 2012 May 14;18(20):6380-5. doi: 10.1002/chem.201103657. Epub 2012 Mar 27.
3
Well-defined Ir/Pd complexes with a triazolyl-diylidene bridge as catalysts for multiple tandem reactions.具有三唑基二亚基桥联的明确铱/钯配合物作为多串联反应的催化剂。
J Am Chem Soc. 2009 Oct 14;131(40):14531-7. doi: 10.1021/ja906028g.
4
A bifunctional Pd/MgO solid catalyst for the one-pot selective N-monoalkylation of amines with alcohols.一种用于胺与醇一锅法选择性 N-单烷化的双功能 Pd/MgO 固体催化剂。
Chemistry. 2010 Jan 4;16(1):254-60. doi: 10.1002/chem.200901501.
5
An Ir-Pt catalyst for the multistep preparation of functionalized indoles from the reaction of amino alcohols and alkynyl alcohols.一种 Ir-Pt 催化剂,用于通过氨基醇和炔丙醇的反应多步制备官能化吲哚。
Chemistry. 2010 Nov 22;16(44):13109-15. doi: 10.1002/chem.201001180.
6
Mechanistic characterization of aerobic alcohol oxidation catalyzed by Pd(OAc)(2)/pyridine including identification of the catalyst resting state and the origin of nonlinear [catalyst] dependence.由Pd(OAc)₂/吡啶催化的需氧醇氧化反应的机理表征,包括催化剂静止态的确定以及非线性[催化剂]依赖性的起源。
J Am Chem Soc. 2004 Sep 15;126(36):11268-78. doi: 10.1021/ja049962m.
7
Modular synthesis of indoles from imines and o-dihaloarenes or o-chlorosulfonates by a Pd-catalyzed cascade process.通过钯催化的串联过程,由亚胺与邻二卤代芳烃或邻氯磺酸盐进行吲哚的模块化合成。
J Am Chem Soc. 2009 Mar 25;131(11):4031-41. doi: 10.1021/ja808652a.
8
Pt-Sn/γ-Al2O3-catalyzed highly efficient direct synthesis of secondary and tertiary amines and imines.Pt-Sn/γ-Al2O3 催化的高效直接合成仲胺和叔胺及亚胺。
Chemistry. 2011 Nov 18;17(47):13308-17. doi: 10.1002/chem.201101725. Epub 2011 Oct 13.
9
Catalytic performance of symmetrical and unsymmetrical sulfur-containing pincer complexes: synthesis and tandem catalytic activity of the first PCS-pincer palladium complex.对称和不对称含硫钳形配合物的催化性能:首例PCS-钳形钯配合物的合成及串联催化活性
Chemistry. 2008;14(16):4800-9. doi: 10.1002/chem.200800350.
10
Catalytic reductive alkylation of secondary amine with aldehyde and silane by an iridium compound.铱化合物催化仲胺与醛和硅烷的还原烷基化反应。
J Org Chem. 2005 Mar 18;70(6):2195-9. doi: 10.1021/jo0481708.

引用本文的文献

1
Tandem imine formation auto-hydrogen transfer from alcohols to nitro compounds catalyzed by a nanomagnetically recyclable copper catalyst under solvent-free conditions.在无溶剂条件下,由纳米磁性可回收铜催化剂催化的串联亚胺形成及醇到硝基化合物的自动氢转移反应。
RSC Adv. 2021 May 26;11(31):19121-19127. doi: 10.1039/d1ra02347k. eCollection 2021 May 24.
2
Copper-Catalyzed Redox Coupling of Nitroarenes with Sodium Sulfinates.铜催化的硝基芳烃与亚硫酸钠的氧化还原偶联。
Molecules. 2019 Apr 10;24(7):1407. doi: 10.3390/molecules24071407.
3
High performance of a cobalt-nitrogen complex for the reduction and reductive coupling of nitro compounds into amines and their derivatives.
钴-氮配合物对硝基化合物还原和还原偶联为胺及其衍生物的高效性能。
Sci Adv. 2017 Feb 17;3(2):e1601945. doi: 10.1126/sciadv.1601945. eCollection 2017 Feb.
4
Visible light induced green transformation of primary amines to imines using a silicate supported anatase photocatalyst.使用硅酸盐负载的锐钛矿型光催化剂,可见光诱导伯胺向亚胺的绿色转化。
Molecules. 2015 Jan 26;20(2):1941-54. doi: 10.3390/molecules20021941.
5
Facile preparation of homo- and hetero-dimetallic complexes with a 4-phosphino-substituted NHC ligand. Toward the design of multifunctional catalysts.易于制备具有 4-膦取代 NHC 配体的同/异双核配合物。迈向多功能催化剂的设计。
Chem Asian J. 2011 Apr 4;6(4):1099-103. doi: 10.1002/asia.201000856. Epub 2011 Feb 14.