• 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

配体螯合效应对铁-胺催化的熊田交叉偶联反应的影响。

The influence of the ligand chelate effect on iron-amine-catalysed Kumada cross-coupling.

作者信息

Bedford Robin B, Brenner Peter B, Elorriaga David, Harvey Jeremy N, Nunn Joshua

机构信息

School of Chemistry, University of Bristol, Cantock's Close, Bristol, BS8 1TS, UK.

Quantum Chemistry and Physical Chemistry Section, Department of Chemistry, University of Leuven (KU Leuven), Celestijnenlaan 200F - box 2404, Leuven, Belgium.

出版信息

Dalton Trans. 2016 Oct 12;45(40):15811-15817. doi: 10.1039/c6dt01823h.

DOI:10.1039/c6dt01823h
PMID:27339002
Abstract

The application of a variety of iron complexes with chelating amine ligands as pre-catalysts in the representative cross-coupling of 4-tolylmagnesium bromide with cyclohexyl bromide was investigated. The results from this study indicate the performance of the pre-catalyst is inversely proportional to the strength of the chelate or macrocyclic effect of the amine ligand, as determined by the propensity of the ligand to be displaced from the iron centre by reaction with excess benzyl magnesium chloride. The findings from this study are consistent with a catalytic cycle wherein the chelating amine ligand is not coordinated to the iron centre during turnover.

摘要

研究了多种带有螯合胺配体的铁配合物作为预催化剂在4-甲苯基溴化镁与环己基溴的典型交叉偶联反应中的应用。该研究结果表明,预催化剂的性能与胺配体的螯合或大环效应强度成反比,这是通过配体与过量苄基氯化镁反应而从铁中心被取代的倾向来确定的。该研究结果与一个催化循环一致,即在催化过程中螯合胺配体不与铁中心配位。

相似文献

1
The influence of the ligand chelate effect on iron-amine-catalysed Kumada cross-coupling.配体螯合效应对铁-胺催化的熊田交叉偶联反应的影响。
Dalton Trans. 2016 Oct 12;45(40):15811-15817. doi: 10.1039/c6dt01823h.
2
NHC and nucleophile chelation effects on reactive iron(ii) species in alkyl-alkyl cross-coupling.NHC与亲核试剂对烷基-烷基交叉偶联中活性铁(II)物种的螯合作用。
Chem Sci. 2018 Jan 8;9(7):1878-1891. doi: 10.1039/c7sc04750a. eCollection 2018 Feb 21.
3
Novel nickel-immobilized-SiO-TiO fine particles in the presence of cetyltrimethylammonium bromide as a catalyst for ultrasound-assisted-Kumada cross-coupling reaction.在十六烷基三甲基溴化铵作为超声辅助库玛达交叉偶联反应催化剂的存在下,新型镍固定化二氧化硅-二氧化钛细颗粒。
Heliyon. 2024 Jul 14;10(14):e34614. doi: 10.1016/j.heliyon.2024.e34614. eCollection 2024 Jul 30.
4
Oxidative dehydrogenation of an amine group of a macrocyclic ligand in the coordination sphere of a Cu(II) complex.
Dalton Trans. 2009 Aug 14(30):6013-20. doi: 10.1039/b902947h. Epub 2009 Jun 22.
5
Exploiting metal-ligand bifunctional reactions in the design of iron asymmetric hydrogenation catalysts.利用金属-配体双功能反应设计铁不对称氢化催化剂。
Acc Chem Res. 2015 May 19;48(5):1494-502. doi: 10.1021/acs.accounts.5b00045. Epub 2015 Apr 21.
6
Iron(III) complexes of tridentate 3N ligands as functional models for catechol dioxygenases: the role of ligand N-alkyl substitution and solvent on reaction rate and product selectivity.作为儿茶酚双加氧酶功能模型的三齿3N配体的铁(III)配合物:配体N-烷基取代和溶剂对反应速率及产物选择性的作用
Inorg Chem. 2007 Nov 26;46(24):10294-306. doi: 10.1021/ic700822y. Epub 2007 Oct 24.
7
Catalytic alkylation of aryl Grignard reagents by iron(III) amine-bis(phenolate) complexes.铁(III)胺-双(酚)配合物催化芳基格氏试剂的烷基化反应。
Dalton Trans. 2011 Jan 28;40(4):933-43. doi: 10.1039/c0dt01239d. Epub 2010 Nov 30.
8
TMEDA in iron-catalyzed Kumada coupling: amine adduct versus homoleptic "ate" complex formation.TMEDA 在铁催化的 Kumada 偶联反应中的作用:胺加合物与同配位“ate”配合物的形成。
Angew Chem Int Ed Engl. 2014 Feb 10;53(7):1804-8. doi: 10.1002/anie.201308395. Epub 2014 Jan 21.
9
Nickel complexes incorporating an amido phosphine chelate with a pendant amine arm: synthesis, structure, and catalytic Kumada coupling.含酰胺膦螯合配体的镍配合物:合成、结构和催化 Kumada 偶联反应。
Dalton Trans. 2012 Jan 28;41(4):1381-8. doi: 10.1039/c1dt11338k. Epub 2011 Nov 29.
10
Iron(ii) triflate/N-heterocyclic carbene-catalysed cross-coupling of arylmagnesiums with aryl chlorides and tosylates.三氟甲磺酸铁(II)/N-杂环卡宾催化芳基镁与芳基氯化物和甲苯磺酸盐的交叉偶联反应。
Chem Commun (Camb). 2016 Jan 25;52(7):1466-9. doi: 10.1039/c5cc08302h.

引用本文的文献

1
Investigating Metal-Metal Bond Polarization in a Heteroleptic Tris-Ylide Diiron System.研究异核三叶立德二铁体系中的金属-金属键极化
Inorg Chem. 2023 Jul 24;62(29):11487-11499. doi: 10.1021/acs.inorgchem.3c01068. Epub 2023 Jul 10.
2
Pyridine modifications regulate the electronics and reactivity of Fe-pyridinophane complexes.吡啶修饰调节 Fe-吡啶烷配合物的电子结构和反应性。
Dalton Trans. 2023 Jan 24;52(4):892-901. doi: 10.1039/d2dt03485a.
3
Dilithium Amides as a Modular Bis-Anionic Ligand Platform for Iron-Catalyzed Cross-Coupling.
二锂酰胺作为模块化双负离子配体平台在铁催化交叉偶联反应中的应用。
Org Lett. 2021 Aug 6;23(15):5958-5963. doi: 10.1021/acs.orglett.1c02053. Epub 2021 Jul 26.
4
TMEDA in Iron-Catalyzed Hydromagnesiation: Formation of Iron(II)-Alkyl Species for Controlled Reduction to Alkene-Stabilized Iron(0).TMEDA 在铁催化氢化镁反应中的作用:形成铁(II)-烷基物种,用于受控还原为烯基稳定的铁(0)。
Angew Chem Int Ed Engl. 2020 Sep 21;59(39):17070-17076. doi: 10.1002/anie.202006639. Epub 2020 Jul 28.
5
Synthesis of All-Carbon Disubstituted Bicyclo[1.1.1]pentanes by Iron-Catalyzed Kumada Cross-Coupling.铁催化的 Kumada 交叉偶联反应合成全碳取代双环[1.1.1]戊烷。
Angew Chem Int Ed Engl. 2020 Jul 13;59(29):11866-11870. doi: 10.1002/anie.202004090. Epub 2020 May 14.
6
Crystal structure of 1,4,8,11-tetra-methyl-1,4,8,11-tetra-azonia-cyclo-tetra-decane bis-(perchlorate) dichloride from synchrotron X-ray data.基于同步加速器X射线数据的1,4,8,11-四甲基-1,4,8,11-四氮杂环十四烷双(高氯酸盐)二氯化物的晶体结构
Acta Crystallogr E Crystallogr Commun. 2020 Feb 11;76(Pt 3):324-327. doi: 10.1107/S2056989020001322. eCollection 2020 Mar 1.
7
Enhancement of the Antioxidant Activity and Neurotherapeutic Features through Pyridol Addition to Tetraazamacrocyclic Molecules.通过向四氮大环分子中添加吡啶基来增强抗氧化活性和神经治疗特性。
Inorg Chem. 2019 Dec 16;58(24):16771-16784. doi: 10.1021/acs.inorgchem.9b02932. Epub 2019 Nov 27.
8
Increase of Direct C-C Coupling Reaction Yield by Identifying Structural and Electronic Properties of High-Spin Iron Tetra-azamacrocyclic Complexes.通过鉴定高自旋铁四氮杂大环配合物的结构和电子性质来提高直接 C-C 偶联反应产率。
Inorg Chem. 2018 Aug 6;57(15):8890-8902. doi: 10.1021/acs.inorgchem.8b00777. Epub 2018 Jul 19.