• 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

区域可控的钴催化芳基乙炔的连续硅氢化/硼氢化反应

Regio-controllable Cobalt-Catalyzed Sequential Hydrosilylation/Hydroboration of Arylacetylenes.

作者信息

Cheng Zhaoyang, Guo Jun, Sun Yufeng, Zheng Yushan, Zhou Zhehong, Lu Zhan

机构信息

Department of Chemistry, Zhejiang University, Hangzhou, 310058, China.

出版信息

Angew Chem Int Ed Engl. 2021 Oct 4;60(41):22454-22460. doi: 10.1002/anie.202109089. Epub 2021 Sep 1.

DOI:10.1002/anie.202109089
PMID:34347353
Abstract

Regiodivergent addition reactions provide straightforward and atom-economic approaches to access different regioisomers. However, the regio-chemistry control to access all the possible results is still challenging especially for the reaction involving multiple addition steps. Herein, we reported regio-controllable cobalt-catalyzed sequential hydrosilylation/hydroboration of arylacetylenes, delivering all the possible regio-outcomes with high regioselectivities (up to >20/1 rr for all the cases). Each regioisomer of value-added silylboronates could be efficiently and regioselectively obtained from the same materials. The adjustment of the ligands of cobalt catalysts combined with dual catalysis relay strategy is the key to achieve regio-chemistry control. This regio-controllable research might inspire the exploration of the diversity-oriented synthesis that involves multiple additions and provide full sets of regioisomers of other synthetic useful molecules.

摘要

区域发散性加成反应为获取不同区域异构体提供了直接且原子经济的方法。然而,要控制区域化学以获得所有可能的结果仍然具有挑战性,尤其是对于涉及多个加成步骤的反应。在此,我们报道了钴催化的芳基乙炔的区域可控顺序硅氢化/硼氢化反应,以高区域选择性(所有情况的区域选择性高达>20/1 rr)提供所有可能的区域产物。增值硅硼酸酯的每种区域异构体都可以从相同的原料中高效且区域选择性地获得。钴催化剂配体的调整与双催化接力策略相结合是实现区域化学控制的关键。这种区域可控研究可能会激发对涉及多个加成的多样化合成的探索,并提供其他合成有用分子的全套区域异构体。

相似文献

1
Regio-controllable Cobalt-Catalyzed Sequential Hydrosilylation/Hydroboration of Arylacetylenes.区域可控的钴催化芳基乙炔的连续硅氢化/硼氢化反应
Angew Chem Int Ed Engl. 2021 Oct 4;60(41):22454-22460. doi: 10.1002/anie.202109089. Epub 2021 Sep 1.
2
Highly Chemo-, Regio-, and Stereoselective Cobalt-Catalyzed Markovnikov Hydrosilylation of Alkynes.高度选择性钴催化炔烃 Markovnikov 氢硅烷化反应。
Angew Chem Int Ed Engl. 2016 Aug 26;55(36):10835-8. doi: 10.1002/anie.201605501. Epub 2016 Jul 21.
3
Cobalt-Catalyzed Regiodivergent Double Hydrosilylation of Arylacetylenes.钴催化芳基乙炔的区域发散性双硅氢化反应
Angew Chem Int Ed Engl. 2023 Jan 2;62(1):e202215029. doi: 10.1002/anie.202215029. Epub 2022 Nov 29.
4
Iron- and Cobalt-Catalyzed Asymmetric Hydrofunctionalization of Alkenes and Alkynes.铁和钴催化的烯烃和炔烃的不对称氢官能化反应。
Acc Chem Res. 2021 Jun 1;54(11):2701-2716. doi: 10.1021/acs.accounts.1c00212. Epub 2021 May 19.
5
Enantioselective Cobalt-Catalyzed Cascade Hydrosilylation and Hydroboration of Alkynes to Access Enantioenriched 1,1-Silylboryl Alkanes.对映选择性钴催化炔烃的串联氢硅烷化和硼氢化反应,以获得对映富集的 1,1-硅基硼烷。
J Am Chem Soc. 2021 Aug 25;143(33):13124-13134. doi: 10.1021/jacs.1c04248. Epub 2021 Aug 12.
6
Asymmetric Synthesis of Silicon-Stereogenic Vinylhydrosilanes by Cobalt-Catalyzed Regio- and Enantioselective Alkyne Hydrosilylation with Dihydrosilanes.通过钴催化二硅烷与炔烃的区域和对映选择性氢硅化反应不对称合成硅立体中心乙烯基氢硅烷
Angew Chem Int Ed Engl. 2018 May 22;57(21):6319-6323. doi: 10.1002/anie.201802806. Epub 2018 Apr 25.
7
Regio- and Enantioselective Cobalt-Catalyzed Sequential Hydrosilylation/Hydrogenation of Terminal Alkynes.区域和对映选择性钴催化末端炔烃的顺序氢化/还原反应。
Angew Chem Int Ed Engl. 2017 Jan 9;56(2):615-618. doi: 10.1002/anie.201610121. Epub 2016 Nov 30.
8
Ligand-controlled cobalt-catalyzed regiodivergent hydroboration of aryl,alkyl-disubstituted internal allenes.配体控制的钴催化芳基、烷基二取代内联烯的区域发散性硼氢化反应。
Chem Sci. 2020 Feb 5;11(10):2783-2789. doi: 10.1039/c9sc06136c.
9
Highly Regioselective Cobalt-Catalyzed Hydroboration of Internal Alkynes.钴催化内炔烃的高度区域选择性硼氢化反应
Angew Chem Int Ed Engl. 2022 Sep 5;61(36):e202208473. doi: 10.1002/anie.202208473. Epub 2022 Jul 29.
10
Markovnikov Hydrosilylation of Alkynes with Tertiary Silanes Catalyzed by Dinuclear Cobalt Carbonyl Complexes with NHC Ligation.由具有NHC配体的双核钴羰基配合物催化的炔烃与叔硅烷的马氏硅氢化反应
J Am Chem Soc. 2021 Aug 18;143(32):12847-12856. doi: 10.1021/jacs.1c06583. Epub 2021 Aug 4.

引用本文的文献

1
Chemo-, regio- and stereoselective access to polysubstituted 1,3-dienes via Nickel-catalyzed four-component reactions.通过镍催化的四组分反应实现对多取代1,3 - 二烯的化学、区域和立体选择性合成。
Nat Commun. 2024 Jun 28;15(1):5479. doi: 10.1038/s41467-024-49870-1.
2
Copper-Metallized Porous N-Heterocyclic Carbene Ligand Polymer-Catalyzed Regio- and Stereoselective 1,2-Carboboration of Alkynes.铜金属化多孔N-杂环卡宾配体聚合物催化的炔烃区域和立体选择性1,2-碳硼化反应
Adv Sci (Weinh). 2024 Feb;11(7):e2308238. doi: 10.1002/advs.202308238. Epub 2023 Dec 8.
3
Facile preparation of organosilanes from benzylboronates and -diborylalkanes mediated by KOBu.
在叔丁醇钾介导下,由硼酸苄酯和二硼基烷烃简便制备有机硅烷。
Chem Sci. 2023 Jun 13;14(26):7355-7360. doi: 10.1039/d3sc02461j. eCollection 2023 Jul 5.
4
Photocatalyzed regioselective hydrosilylation for the divergent synthesis of geminal and vicinal borosilanes.光催化区域选择性硅氢化反应用于偕二硼硅烷和邻二硼硅烷的发散合成。
Nat Commun. 2023 May 2;14(1):2525. doi: 10.1038/s41467-023-38224-y.
5
Cobalt-catalyzed branched selective hydroallylation of terminal alkynes.钴催化末端炔烃的支链选择性氢烯基化反应。
Nat Commun. 2022 Aug 3;13(1):4518. doi: 10.1038/s41467-022-32291-3.
6
Controlling Chemoselectivity of Catalytic Hydroboration with Light.用光控制催化硼氢化反应的化学选择性
Angew Chem Int Ed Engl. 2022 Feb 14;61(8):e202114482. doi: 10.1002/anie.202114482. Epub 2022 Jan 11.