• 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

卤代锌交换反应的最新进展。

Recent Advances of the Halogen-Zinc Exchange Reaction.

机构信息

Department Chemie und Pharmazie, Ludwig-Maximilians-Universität München, Butenandtstrasse 5-13, Haus F, 81377, München, Germany.

出版信息

Chemistry. 2020 Mar 23;26(17):3688-3697. doi: 10.1002/chem.201904794. Epub 2020 Jan 22.

DOI:10.1002/chem.201904794
PMID:31742792
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7155102/
Abstract

For the preparation of zinc organometallics bearing highly sensitive functional groups such as ketones, aldehydes or nitro groups, especially mild halogen-zinc exchange reagents have proven to be of great potential. In this Minireview, the latest research in the area of the halogen-zinc exchange reaction is reported, with a special focus lying on novel dialkylzinc reagents complexed with lithium alkoxides. Additionally, the preparation and application of organofluorine zinc reagents and transition-metal-catalyzed halogen-zinc exchange reactions are reviewed.

摘要

对于制备含有高度敏感官能团（如酮、醛或硝基）的锌有机金属化合物，特别是温和的卤化锌-锌交换试剂已被证明具有巨大的潜力。在这篇综述中，报道了卤化锌-锌交换反应领域的最新研究进展，特别关注与锂烷氧基络合的新型二烷基锌试剂。此外，还综述了有机氟锌试剂的制备和应用以及过渡金属催化的卤化锌-锌交换反应。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ef71/7155102/e5e32b944650/CHEM-26-3688-g016.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ef71/7155102/2e8267879115/CHEM-26-3688-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ef71/7155102/56cad0fc6e17/CHEM-26-3688-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ef71/7155102/e2299f051f99/CHEM-26-3688-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ef71/7155102/b8ef0226a2f4/CHEM-26-3688-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ef71/7155102/aba260f5824c/CHEM-26-3688-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ef71/7155102/99edde8cbe08/CHEM-26-3688-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ef71/7155102/c646b199c426/CHEM-26-3688-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ef71/7155102/a725e7098543/CHEM-26-3688-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ef71/7155102/f605c366ecba/CHEM-26-3688-g011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ef71/7155102/dcb68ade6b38/CHEM-26-3688-g012.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ef71/7155102/ea5eb7e95391/CHEM-26-3688-g013.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ef71/7155102/58e7acb3d7dc/CHEM-26-3688-g014.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ef71/7155102/f1cccc51e6df/CHEM-26-3688-g015.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ef71/7155102/e5e32b944650/CHEM-26-3688-g016.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ef71/7155102/2e8267879115/CHEM-26-3688-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ef71/7155102/56cad0fc6e17/CHEM-26-3688-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ef71/7155102/e2299f051f99/CHEM-26-3688-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ef71/7155102/b8ef0226a2f4/CHEM-26-3688-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ef71/7155102/aba260f5824c/CHEM-26-3688-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ef71/7155102/99edde8cbe08/CHEM-26-3688-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ef71/7155102/c646b199c426/CHEM-26-3688-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ef71/7155102/a725e7098543/CHEM-26-3688-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ef71/7155102/f605c366ecba/CHEM-26-3688-g011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ef71/7155102/dcb68ade6b38/CHEM-26-3688-g012.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ef71/7155102/ea5eb7e95391/CHEM-26-3688-g013.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ef71/7155102/58e7acb3d7dc/CHEM-26-3688-g014.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ef71/7155102/f1cccc51e6df/CHEM-26-3688-g015.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ef71/7155102/e5e32b944650/CHEM-26-3688-g016.jpg

相似文献

1
Recent Advances of the Halogen-Zinc Exchange Reaction.卤代锌交换反应的最新进展。
Chemistry. 2020 Mar 23;26(17):3688-3697. doi: 10.1002/chem.201904794. Epub 2020 Jan 22.
2
Recent Advances in Halogen-Metal Exchange Reactions.卤代金属交换反应的最新进展
Acc Chem Res. 2024 Jul 16;57(14):1951-1963. doi: 10.1021/acs.accounts.4c00242. Epub 2024 Jul 2.
3
Preparation of Polyfunctional Arylzinc Organometallics in Toluene by Halogen/Zinc Exchange Reactions.通过卤素/锌交换反应在甲苯中制备多官能芳基锌有机金属化合物。
Angew Chem Int Ed Engl. 2019 Sep 9;58(37):12898-12902. doi: 10.1002/anie.201906898. Epub 2019 Jul 19.
4
Improving the Halogen-Magnesium Exchange by using New Turbo-Grignard Reagents.利用新型涡轮格氏试剂改善卤镁交换反应。
Chemistry. 2019 Feb 21;25(11):2695-2703. doi: 10.1002/chem.201803904. Epub 2018 Dec 17.
5
Generation of Aryl and Heteroaryl Magnesium Reagents in Toluene by Br/Mg or Cl/Mg Exchange.通过溴/镁或氯/镁交换在甲苯中生成芳基和杂芳基镁试剂。
Angew Chem Int Ed Engl. 2018 May 28;57(22):6701-6704. doi: 10.1002/anie.201802123. Epub 2018 May 2.
6
Toward a protecting-group-free halogen-metal exchange reaction: practical, chemoselective metalation of functionalized aromatic halides using dianion-type zincate, tBu4ZnLi2.迈向无保护基的卤代-金属交换反应：使用双阴离子型锌酸盐tBu4ZnLi2对功能化芳基卤化物进行实用的化学选择性金属化反应
J Am Chem Soc. 2006 Jul 5;128(26):8404-5. doi: 10.1021/ja058246x.
7
Chelation-Controlled Additions to Chiral α- and β-Silyloxy, α-Halo, and β-Vinyl Carbonyl Compounds.手性α-和β-硅氧基、α-卤代和β-乙烯基羰基化合物的螯合控制加成。
Acc Chem Res. 2017 Sep 19;50(9):2389-2400. doi: 10.1021/acs.accounts.7b00319. Epub 2017 Aug 15.
8
The Halogen-Samarium Exchange Reaction: Synthetic Applications and Kinetics.卤代物-钐交换反应：合成应用及动力学
Angew Chem Int Ed Engl. 2019 Mar 18;58(12):4046-4050. doi: 10.1002/anie.201814373. Epub 2019 Feb 20.
9
Preparation and reactions of polyfunctional magnesium and zinc organometallics in organic synthesis.有机合成中多官能团有机镁和有机锌化合物的制备及反应
Chem Sci. 2021 Mar 16;12(17):6011-6019. doi: 10.1039/d1sc00685a.
10
Palladium-catalyzed intermolecular alpha-arylation of zinc amide enolates under mild conditions.钯催化的锌酰胺烯醇盐在温和条件下的分子间α-芳基化反应。
J Am Chem Soc. 2006 Apr 19;128(15):4976-85. doi: 10.1021/ja056076i.

引用本文的文献

1
Harnessing the (CH)ZnCl Anion for Dimethylzinc Stabilization as a Pathway to Stable Dimethylzinc Salts and Dimethylzinc Recovery.利用(CH)ZnCl阴离子实现二甲基锌的稳定化，以此作为制备稳定二甲基锌盐和回收二甲基锌的途径。
J Phys Chem A. 2025 Apr 3;129(13):3032-3039. doi: 10.1021/acs.jpca.5c00568. Epub 2025 Mar 19.
2
Nickel Meets Aryl Thianthrenium Salts: Ni(I)-Catalyzed Halogenation of Arenes.镍与芳基噻蒽鎓盐的反应：Ni(I)-催化的芳环卤化反应。
J Am Chem Soc. 2023 May 10;145(18):9988-9993. doi: 10.1021/jacs.3c02611. Epub 2023 May 1.
3
Rhodium-Catalyzed Anti-Markovnikov Transfer Hydroiodination of Terminal Alkynes.

本文引用的文献

1
Purification-Free and Protection-Free Synthesis of Regioregular Poly(3-hexylthiophene) and Poly(3-(6-hydroxyhexyl)thiophene) Using a Zincate Complex of BuZnLi.使用丁基锌锂的锌酸盐配合物无纯化和无保护合成区域规整的聚（3-己基噻吩）和聚（3-（6-羟基己基）噻吩）
ACS Macro Lett. 2012 Jan 17;1(1):167-170. doi: 10.1021/mz200128d. Epub 2011 Dec 12.
2
Preparation of Polyfunctional Arylzinc Organometallics in Toluene by Halogen/Zinc Exchange Reactions.通过卤素/锌交换反应在甲苯中制备多官能芳基锌有机金属化合物。
Angew Chem Int Ed Engl. 2019 Sep 9;58(37):12898-12902. doi: 10.1002/anie.201906898. Epub 2019 Jul 19.
3
Alkali-Metal-Mediated Synergistic Effects in Polar Main Group Organometallic Chemistry.
铑催化末端炔烃的反马氏转移氢碘加成反应。
Angew Chem Int Ed Engl. 2023 Jan 23;62(4):e202214071. doi: 10.1002/anie.202214071. Epub 2022 Dec 20.
4
Preparation of Primary and Secondary Dialkylmagnesiums by a Radical I/Mg-Exchange Reaction Using sBu Mg in Toluene.通过在甲苯中使用仲丁基镁进行自由基碘/镁交换反应制备伯烷基和仲烷基镁。
Angew Chem Int Ed Engl. 2022 Mar 21;61(13):e202116625. doi: 10.1002/anie.202116625. Epub 2022 Feb 9.
5
Main group bimetallic partnerships for cooperative catalysis.用于协同催化的主要主族双金属组合
Chem Sci. 2020 Oct 16;12(6):1982-1992. doi: 10.1039/d0sc05116k.
碱金属介导的极性主族金属有机化学协同效应。
Chem Rev. 2019 Jul 24;119(14):8332-8405. doi: 10.1021/acs.chemrev.9b00047. Epub 2019 Mar 19.
4
Improving the Halogen-Magnesium Exchange by using New Turbo-Grignard Reagents.利用新型涡轮格氏试剂改善卤镁交换反应。
Chemistry. 2019 Feb 21;25(11):2695-2703. doi: 10.1002/chem.201803904. Epub 2018 Dec 17.
5
Recent advances in the synthesis of cyclopropanes.环丙烷的合成研究进展。
Org Biomol Chem. 2018 Oct 17;16(40):7315-7329. doi: 10.1039/c8ob01187g.
6
Generation of Aryl and Heteroaryl Magnesium Reagents in Toluene by Br/Mg or Cl/Mg Exchange.通过溴/镁或氯/镁交换在甲苯中生成芳基和杂芳基镁试剂。
Angew Chem Int Ed Engl. 2018 May 28;57(22):6701-6704. doi: 10.1002/anie.201802123. Epub 2018 May 2.
7
C-H Functionalization of Azines.嗪的 C-H 功能化。
Chem Rev. 2017 Jul 12;117(13):9302-9332. doi: 10.1021/acs.chemrev.7b00021. Epub 2017 Apr 26.
8
Direct Difluoromethylation of Aryl Halides via Base Metal Catalysis at Room Temperature.室温下通过基础金属催化直接二氟甲基化芳基卤化物。
J Am Chem Soc. 2016 Mar 2;138(8):2536-9. doi: 10.1021/jacs.6b00053. Epub 2016 Feb 18.
9
Perfluoroalkyl and -aryl zinc ate complexes: generation, reactivity, and synthetic application.全氟烷基和芳基锌酸酯配合物：生成、反应性及合成应用。
Chemistry. 2015 Jul 27;21(31):10993-6. doi: 10.1002/chem.201501811. Epub 2015 Jun 30.
10
Progress and developments in the turbo Grignard reagent i-PrMgCl·LiCl: a ten-year journey.涡轮格氏试剂i-PrMgCl·LiCl的进展与发展：十年历程
Chem Commun (Camb). 2015 Apr 25;51(32):6884-900. doi: 10.1039/c4cc10194d. Epub 2015 Feb 25.