• 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

用于闭环易位反应的高效基于钌(II)-亚烷基的霍维达-格鲁布斯催化剂。

Highly efficient Ru(ii)-alkylidene based Hoveyda-Grubbs catalysts for ring-closing metathesis reactions.

作者信息

Al-Enezi Mariam Y, John Elizabeth, Ibrahim Yehia A, Al-Awadi Nouria A

机构信息

Department of Chemistry, Kuwait University P. O. Box 5969, Safat 13060 Kuwait

出版信息

RSC Adv. 2021 Nov 24;11(60):37866-37876. doi: 10.1039/d1ra07428h. eCollection 2021 Nov 23.

DOI:10.1039/d1ra07428h
PMID:35498076
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9044017/
Abstract

Three novel phosphine-free Ru-alkylidenes (7a-7c) have been synthesized and utilized as efficient catalysts for ring closing metathesis (RCM) reaction. Spectroscopic data, NMR and HRMS, along with single crystal X-ray diffraction analysis, were used to confirm their chemical structures. The tosylated carbenoid 7b showed the highest efficiency in cyclizing different acyclic diene substrates. RCM of various (un)substituted ,-diallylaniline derivatives and stereoselective RCM of different macromolecular dienes were well tolerated using only a catalytic amount (0.5-2.0 mol%) of the additive catalyst (7b) as compared to the well-known Grubbs (II) and Hoveyda-Grubbs (II) catalysts.

摘要

已合成了三种新型无膦钌亚烷基化合物(7a - 7c),并将其用作闭环复分解(RCM)反应的高效催化剂。利用光谱数据、核磁共振(NMR)和高分辨质谱(HRMS)以及单晶X射线衍射分析来确认它们的化学结构。对甲苯磺酰化类卡宾7b在环化不同的非环状二烯底物时表现出最高的效率。与著名的格拉布(II)催化剂和霍维达 - 格拉布(II)催化剂相比,仅使用催化量(0.5 - 2.0 mol%)的添加剂催化剂(7b),各种(未)取代的α,ω - 二烯丙基苯胺衍生物的RCM反应以及不同大分子二烯的立体选择性RCM反应都能很好地进行。

相似文献

1
Highly efficient Ru(ii)-alkylidene based Hoveyda-Grubbs catalysts for ring-closing metathesis reactions.用于闭环易位反应的高效基于钌(II)-亚烷基的霍维达-格鲁布斯催化剂。
RSC Adv. 2021 Nov 24;11(60):37866-37876. doi: 10.1039/d1ra07428h. eCollection 2021 Nov 23.
2
Hoveyda-Grubbs catalysts with an N→Ru coordinate bond in a six-membered ring. Synthesis of stable, industrially scalable, highly efficient ruthenium metathesis catalysts and 2-vinylbenzylamine ligands as their precursors.在六元环中具有N→Ru配位键的霍维达-格鲁布斯催化剂。稳定、可工业规模放大、高效的钌复分解催化剂及其前体2-乙烯基苄胺配体的合成。
Beilstein J Org Chem. 2019 Mar 22;15:769-779. doi: 10.3762/bjoc.15.73. eCollection 2019.
3
Nitro-substituted Hoveyda-Grubbs ruthenium carbenes: enhancement of catalyst activity through electronic activation.硝基取代的霍维达-格鲁布斯钌卡宾:通过电子活化提高催化剂活性。
J Am Chem Soc. 2004 Aug 4;126(30):9318-25. doi: 10.1021/ja048794v.
4
Ligand Substitution of Ru -Alkylidenes to Ru(bpy) : Sequential Olefin Metathesis/Photoredox Catalysis.钌-亚烷基与钌(联吡啶)的配体取代:顺序烯烃复分解/光氧化还原催化
Chemistry. 2020 Feb 6;26(8):1772-1775. doi: 10.1002/chem.201905694. Epub 2020 Jan 23.
5
Ru complexes of Hoveyda-Grubbs type immobilized on lamellar zeolites: activity in olefin metathesis reactions.固定在层状沸石上的霍维达-格鲁布斯型钌配合物:烯烃复分解反应中的活性。
Beilstein J Org Chem. 2015 Nov 4;11:2087-96. doi: 10.3762/bjoc.11.225. eCollection 2015.
6
Hoveyda-Grubbs type metathesis catalyst immobilized on mesoporous molecular sieves MCM-41 and SBA-15.固载在介孔分子筛 MCM-41 和 SBA-15 上的 Hoveyda-Grubbs 型复分解催化剂。
Beilstein J Org Chem. 2011 Jan 6;7:22-8. doi: 10.3762/bjoc.7.4.
7
Stable ruthenium olefin metathesis catalysts bearing symmetrical NHC ligands with primary and secondary N-alkyl groups.具有伯、仲 N-烷基取代基的对称 NHC 配体的稳定钌烯烃复分解催化剂。
Dalton Trans. 2018 May 8;47(18):6615-6627. doi: 10.1039/c8dt00619a.
8
Synthesis and reactivity of homogeneous and heterogeneous ruthenium-based metathesis catalysts containing electron-withdrawing ligands.含吸电子配体的均相和多相钌基复分解催化剂的合成与反应活性
Chemistry. 2004 Feb 6;10(3):777-84. doi: 10.1002/chem.200305031.
9
Design of Heterogeneous Hoveyda-Grubbs Second-Generation Catalyst-Lipase Conjugates.非均相霍维达-格鲁布斯第二代催化剂-脂肪酶共轭物的设计
Molecules. 2016 Dec 6;21(12):1680. doi: 10.3390/molecules21121680.
10
New library of aminosulfonyl-tagged Hoveyda-Grubbs type complexes: Synthesis, kinetic studies and activity in olefin metathesis transformations.新型含氨基磺酰基标记的 Hoveyda-Grubbs 型配合物库的合成、动力学研究及其在烯烃复分解转化中的活性。
Beilstein J Org Chem. 2010 Dec 6;6:1159-66. doi: 10.3762/bjoc.6.132.

引用本文的文献

1
Silylation of Aryl and Alkyl Chlorides by a Seven-Membered Dialkoxysilyl Group Si(pan)Me via an In Situ Generated Silylpotassium.通过原位生成的硅钾,由七元二烷氧基硅基Si(pan)Me对芳基和烷基氯进行硅烷化反应。
Angew Chem Int Ed Engl. 2025 May;64(21):e202424183. doi: 10.1002/anie.202424183. Epub 2025 Mar 24.

本文引用的文献

1
An Initiation Kinetics Prediction Model Enables Rational Design of Ruthenium Olefin Metathesis Catalysts Bearing Modified Chelating Benzylidenes.一种引发动力学预测模型有助于合理设计带有修饰螯合亚苄基的钌烯烃复分解催化剂。
ACS Catal. 2018 May 4;8(5):4600-4611. doi: 10.1021/acscatal.8b00843. Epub 2018 Apr 10.
2
1,2-Aminohalogenation of arynes with amines and organohalides.芳基炔烃与胺和卤代烃的 1,2-氨基卤化反应。
Chem Commun (Camb). 2019 Sep 17;55(75):11255-11258. doi: 10.1039/c9cc05505c.
3
In Situ-Generated Niobium-Catalyzed Synthesis of 3-Pyrroline Derivatives via Ring-Closing Metathesis Reactions.
原位生成铌催化通过关环复分解反应合成3-吡咯啉衍生物
ACS Omega. 2018 Aug 9;3(8):8865-8873. doi: 10.1021/acsomega.8b01642. eCollection 2018 Aug 31.
4
Synthesis and characterization of new ruthenium N-heterocyclic carbene Hoveyda II-type complexes. Study of reactivity in ring closing metathesis reactions.新型钌 N-杂环卡宾 Hoveyda II 型配合物的合成与表征。在闭环复分解反应中反应性的研究。
Dalton Trans. 2012 Aug 28;41(36):10913-8. doi: 10.1039/c2dt31540h.
5
Assisted tandem catalytic RCM-aromatization in the synthesis of pyrroles and furans.辅助串联催化 RCM-芳构化反应在吡咯和呋喃的合成中的应用。
Org Biomol Chem. 2012 Jul 14;10(26):5119-30. doi: 10.1039/c2ob25543j. Epub 2012 May 24.
6
Structure and reactivity of alkyne-chelated ruthenium alkylidene complexes.炔烃螯合钌亚烷基络合物的结构和反应性。
J Am Chem Soc. 2009 Oct 28;131(42):15114-5. doi: 10.1021/ja907155r.
7
The remarkable metal-catalysed olefin metathesis reaction.卓越的金属催化烯烃复分解反应。
Nature. 2007 Nov 8;450(7167):243-51. doi: 10.1038/nature06351.
8
Advanced fine-tuning of grubbs/hoveyda olefin metathesis catalysts: a further step toward an optimum balance between antinomic properties.格拉布斯/霍维达烯烃复分解催化剂的高级精细调谐:向矛盾性质之间的最佳平衡迈进的又一步。
J Am Chem Soc. 2006 Oct 25;128(42):13652-3. doi: 10.1021/ja063186w.
9
Naphthalene-1,8-diylbis(diphenylmethylium) as an organic two-electron oxidant: benzidine synthesis via oxidative self-coupling of N,N-dialkylanilines.萘-1,8-二基双(二苯基甲基鎓)作为一种有机双电子氧化剂:通过N,N-二烷基苯胺的氧化自偶联合成联苯胺
J Org Chem. 2006 Aug 18;71(17):6414-9. doi: 10.1021/jo060662s.
10
Nitro-substituted Hoveyda-Grubbs ruthenium carbenes: enhancement of catalyst activity through electronic activation.硝基取代的霍维达-格鲁布斯钌卡宾:通过电子活化提高催化剂活性。
J Am Chem Soc. 2004 Aug 4;126(30):9318-25. doi: 10.1021/ja048794v.