• 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

第一排(3d)过渡金属催化剂催化炔烃的立体选择性半氢化反应

Stereoselective Semi-Hydrogenations of Alkynes by First-Row (3d) Transition Metal Catalysts.

作者信息

Gregori Bernhard J, Schmotz Mattis-Ole W S, Jacobi von Wangelin Axel

机构信息

Dept. of Chemistry University of Hamburg Martin Luther King Pl 6 20146 Hamburg Germany.

出版信息

ChemCatChem. 2022 Oct 21;14(20):e202200886. doi: 10.1002/cctc.202200886. Epub 2022 Sep 15.

DOI:10.1002/cctc.202200886
PMID:36632425
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9825939/
Abstract

The chemo- and stereoselective semi-hydrogenation of alkynes to alkenes is a fundamental transformation in synthetic chemistry, for which the use of precious 4d or 5d metal catalysts is well-established. In mankind's unwavering quest for sustainability, research focus has considerably veered towards the 3d metals. Given their high abundancy and availability as well as lower toxicity and noxiousness, they are undoubtedly attractive from both an economic and an environmental perspective. Herein, we wish to present noteworthy and groundbreaking examples for the use of 3d metal catalysts for diastereoselective alkyne semi-hydrogenation as we embark on a journey through the first-row transition metals.

摘要

炔烃化学选择性和立体选择性半加氢生成烯烃是合成化学中的一项基本转化反应,使用贵重的4d或5d金属催化剂进行该反应已得到广泛认可。在人类对可持续性的不懈追求中,研究重点已大幅转向3d金属。鉴于其高丰度、易获取性以及较低的毒性,从经济和环境角度来看,它们无疑具有吸引力。在此,我们希望展示一些值得关注且具有开创性的例子,即在探索第一行过渡金属的过程中,使用3d金属催化剂进行非对映选择性炔烃半加氢反应。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/5cf0ec1c5a67/CCTC-14-0-g043.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/9f5457a2fd86/CCTC-14-0-g013.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/b9d477fe714d/CCTC-14-0-g052.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/cabb624eec27/CCTC-14-0-g038.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/b2640843be72/CCTC-14-0-g022.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/b19f1c5bf565/CCTC-14-0-g081.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/d1c3b0f1611f/CCTC-14-0-g060.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/9c0c35dbea62/CCTC-14-0-g079.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/0312ea0aad93/CCTC-14-0-g031.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/777524c1c9a0/CCTC-14-0-g027.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/f8cd4d90d656/CCTC-14-0-g083.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/d39ac8e77c81/CCTC-14-0-g024.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/8645cf424027/CCTC-14-0-g077.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/6691babe4cbf/CCTC-14-0-g058.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/59b8b27d2cc7/CCTC-14-0-g014.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/c5f6b1679cd4/CCTC-14-0-g029.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/15c4f59f8e04/CCTC-14-0-g037.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/26c84ea58ae1/CCTC-14-0-g051.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/bbd2785dcecb/CCTC-14-0-g019.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/8b54348cb16b/CCTC-14-0-g086.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/31719a04de0a/CCTC-14-0-g034.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/ce8a0069f9c7/CCTC-14-0-g054.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/6e4220e23a69/CCTC-14-0-g033.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/1ac1283d0b47/CCTC-14-0-g026.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/c2e1c0209997/CCTC-14-0-g075.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/07e8208e0f4d/CCTC-14-0-g061.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/fe8fa7e7f030/CCTC-14-0-g085.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/8ae5a5212221/CCTC-14-0-g021.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/12c004c5cea2/CCTC-14-0-g053.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/c227f8d62da5/CCTC-14-0-g036.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/57bda56ef48a/CCTC-14-0-g062.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/c592a23b2818/CCTC-14-0-g076.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/82d6ab215b17/CCTC-14-0-g020.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/fae8da012e3b/CCTC-14-0-g084.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/14399a6d471e/CCTC-14-0-g055.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/cee079945b19/CCTC-14-0-g035.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/034078bfdea8/CCTC-14-0-g025.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/395f277e8f46/CCTC-14-0-g032.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/9e51dbe761e1/CCTC-14-0-g080.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/5801df4f99ab/CCTC-14-0-g057.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/9f8ce3a8b142/CCTC-14-0-g064.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/e2c3a8f14580/CCTC-14-0-g073.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/b698bf0510c0/CCTC-14-0-g016.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/784bbb58ae12/CCTC-14-0-g089.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/7b55cc7bb6eb/CCTC-14-0-g046.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/5cf0ec1c5a67/CCTC-14-0-g043.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/9f5457a2fd86/CCTC-14-0-g013.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/b9d477fe714d/CCTC-14-0-g052.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/cabb624eec27/CCTC-14-0-g038.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/b2640843be72/CCTC-14-0-g022.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/b19f1c5bf565/CCTC-14-0-g081.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/d1c3b0f1611f/CCTC-14-0-g060.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/9c0c35dbea62/CCTC-14-0-g079.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/0312ea0aad93/CCTC-14-0-g031.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/777524c1c9a0/CCTC-14-0-g027.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/f8cd4d90d656/CCTC-14-0-g083.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/d39ac8e77c81/CCTC-14-0-g024.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/8645cf424027/CCTC-14-0-g077.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/6691babe4cbf/CCTC-14-0-g058.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/59b8b27d2cc7/CCTC-14-0-g014.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/c5f6b1679cd4/CCTC-14-0-g029.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/15c4f59f8e04/CCTC-14-0-g037.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/26c84ea58ae1/CCTC-14-0-g051.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/bbd2785dcecb/CCTC-14-0-g019.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/8b54348cb16b/CCTC-14-0-g086.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/31719a04de0a/CCTC-14-0-g034.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/ce8a0069f9c7/CCTC-14-0-g054.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/6e4220e23a69/CCTC-14-0-g033.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/1ac1283d0b47/CCTC-14-0-g026.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/c2e1c0209997/CCTC-14-0-g075.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/07e8208e0f4d/CCTC-14-0-g061.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/fe8fa7e7f030/CCTC-14-0-g085.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/8ae5a5212221/CCTC-14-0-g021.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/12c004c5cea2/CCTC-14-0-g053.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/c227f8d62da5/CCTC-14-0-g036.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/57bda56ef48a/CCTC-14-0-g062.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/c592a23b2818/CCTC-14-0-g076.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/82d6ab215b17/CCTC-14-0-g020.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/fae8da012e3b/CCTC-14-0-g084.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/14399a6d471e/CCTC-14-0-g055.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/cee079945b19/CCTC-14-0-g035.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/034078bfdea8/CCTC-14-0-g025.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/395f277e8f46/CCTC-14-0-g032.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/9e51dbe761e1/CCTC-14-0-g080.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/5801df4f99ab/CCTC-14-0-g057.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/9f8ce3a8b142/CCTC-14-0-g064.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/e2c3a8f14580/CCTC-14-0-g073.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/b698bf0510c0/CCTC-14-0-g016.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/784bbb58ae12/CCTC-14-0-g089.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/7b55cc7bb6eb/CCTC-14-0-g046.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d544/9825939/5cf0ec1c5a67/CCTC-14-0-g043.jpg

相似文献

1
Stereoselective Semi-Hydrogenations of Alkynes by First-Row (3d) Transition Metal Catalysts.第一排(3d)过渡金属催化剂催化炔烃的立体选择性半氢化反应
ChemCatChem. 2022 Oct 21;14(20):e202200886. doi: 10.1002/cctc.202200886. Epub 2022 Sep 15.
2
3 d Transition Metal-Catalyzed Hydrogenation of Nitriles and Alkynes.3d 过渡金属催化腈和炔的氢化反应。
Chem Asian J. 2020 Mar 16;15(6):690-708. doi: 10.1002/asia.201901762. Epub 2020 Feb 17.
3
An alkene-promoted borane-catalyzed highly stereoselective hydrogenation of alkynes to give Z- and E-alkenes.一种烯烃促进的硼烷催化的炔烃高度立体选择性氢化反应,生成Z型和E型烯烃。
Chemistry. 2015 Feb 16;21(8):3495-501. doi: 10.1002/chem.201405388. Epub 2015 Jan 14.
4
Ultrasonically improved semi-hydrogenation of alkynes to (Z-)alkenes over novel lead-free Pd/Boehmite catalysts.新型无铅Pd/勃姆石催化剂上炔烃超声促进的半加氢制(Z)-烯烃反应
Ultrason Sonochem. 2017 Mar;35(Pt B):664-672. doi: 10.1016/j.ultsonch.2016.05.019. Epub 2016 May 20.
5
Iron- and Cobalt-Catalyzed Alkene Hydrogenation: Catalysis with Both Redox-Active and Strong Field Ligands.铁和钴催化的烯烃氢化:具有氧化还原活性和强场配体的催化作用。
Acc Chem Res. 2015 Jun 16;48(6):1687-95. doi: 10.1021/acs.accounts.5b00134. Epub 2015 Jun 4.
6
Xanthate-mediated synthesis of (E)-alkenes by semi-hydrogenation of alkynes using water as the hydrogen donor.黄原酸盐介导的炔烃半氢化合成(E)-烯烃,以水作为氢供体。
Chem Commun (Camb). 2019 Feb 14;55(15):2170-2173. doi: 10.1039/c9cc00128j.
7
Hydrogenation of Alkynes and Olefins Catalyzed by Quaternary Ammonium Salts.季铵盐催化的炔烃和烯烃氢化反应
Adv Sci (Weinh). 2024 Feb;11(7):e2305271. doi: 10.1002/advs.202305271. Epub 2023 Dec 10.
8
Asymmetric hydrogenation catalyzed by first-row transition metal complexes.由第一行过渡金属配合物催化的不对称氢化反应。
Chem Soc Rev. 2021 Mar 7;50(5):3211-3237. doi: 10.1039/d0cs00082e. Epub 2021 Jan 22.
9
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.
10
3d Transition Metals for C-H Activation.用于 C-H 活化的 3d 过渡金属。
Chem Rev. 2019 Feb 27;119(4):2192-2452. doi: 10.1021/acs.chemrev.8b00507. Epub 2018 Nov 27.

引用本文的文献

1
Electrochemical cobalt-catalyzed semi-deuteration of alkynes to access deuterated Z-alkenes.电化学钴催化炔烃的半氘代反应以制备氘代Z-烯烃。
Nat Commun. 2025 Mar 10;16(1):2390. doi: 10.1038/s41467-025-57782-x.
2
Cobalt-catalyzed double hydroboration of pyridines.钴催化吡啶的双硼氢化反应
Chem Sci. 2024 Mar 8;15(14):5201-5210. doi: 10.1039/d3sc05418g. eCollection 2024 Apr 3.
3
Spin-Crossing in the ()-Selective Alkyne Semihydrogenation Mechanism Catalyzed by MoS Clusters: A Density Functional Theory Exploration.MoS团簇催化的()-选择性炔烃半加氢机理中的自旋交叉:密度泛函理论探索

本文引用的文献

1
Electrocatalytic Semihydrogenation of Alkynes with [Ni(bpy)].用[Ni(bpy)]对炔烃进行电催化半氢化反应
JACS Au. 2022 Feb 22;2(3):573-578. doi: 10.1021/jacsau.1c00574. eCollection 2022 Mar 28.
2
-Selective Manganese-Catalyzed Semihydrogenation of Alkynes with H Directly Employed or In Situ-Generated.- 直接使用或原位生成氢气的选择性锰催化炔烃半氢化反应
ACS Catal. 2022 Feb 18;12(4):2253-2260. doi: 10.1021/acscatal.1c06022. Epub 2022 Jan 31.
3
Electrochemical Proton Reduction over Nickel Foam for Z-Stereoselective Semihydrogenation/deuteration of Functionalized Alkynes.
Inorg Chem. 2024 Jan 15;63(2):1000-1009. doi: 10.1021/acs.inorgchem.3c03057. Epub 2024 Jan 3.
4
Cooperative H activation at a nickel(0)-olefin centre.镍(0)-烯烃中心的协同氢活化作用。
Nat Chem. 2024 Mar;16(3):417-425. doi: 10.1038/s41557-023-01380-1. Epub 2023 Dec 5.
泡沫镍上的电化学质子还原用于功能化炔烃的Z-立体选择性半氢化/氘代反应
ChemSusChem. 2022 Jan 10;15(1):e202102221. doi: 10.1002/cssc.202102221. Epub 2021 Dec 16.
4
First-Row d-Block Element-Catalyzed Carbon-Boron Bond Formation and Related Processes.第一行d区元素催化的碳-硼键形成及相关反应
Chem Rev. 2021 Nov 10;121(21):13238-13341. doi: 10.1021/acs.chemrev.1c00255. Epub 2021 Oct 7.
5
A simple and efficient generated copper nanocatalyst for stereoselective semihydrogenation of alkynes.一种用于炔烃立体选择性半氢化反应的简单高效的生成型铜纳米催化剂。
Chem Commun (Camb). 2021 Jul 13;57(56):6891-6894. doi: 10.1039/d1cc02685b.
6
Substrate-Controlled Cu(OAc)-Catalyzed Stereoselective Semi-Reduction of Alkynes with MeOH as the Hydrogen Source.以甲醇为氢源的底物控制的醋酸铜催化炔烃的立体选择性半还原反应。
ACS Omega. 2021 Apr 22;6(17):11740-11749. doi: 10.1021/acsomega.1c01083. eCollection 2021 May 4.
7
Schiff Base Cobalt(II) Complex-Catalyzed Highly Markovnikov-Selective Hydrosilylation of Alkynes.席夫碱钴(II)配合物催化的炔烃的高度马氏选择性硅氢化反应
Org Lett. 2021 Feb 5;23(3):663-667. doi: 10.1021/acs.orglett.0c03721. Epub 2021 Jan 13.
8
CuCl-catalyzed highly stereoselective and chemoselective reduction of alkynyl amides into α,β-unsaturated amides using silanes as hydrogen donors.CuCl 催化炔基酰胺的高对映选择性和化学选择性还原为α,β-不饱和酰胺,使用硅烷作为氢供体。
Org Biomol Chem. 2021 Jan 21;19(2):365-369. doi: 10.1039/d0ob02037k.
9
Organophosphorus and Iron Catalysis: Good Partners for Hydrometalation of Olefins and Alkynes.有机磷与铁催化:烯烃和炔烃氢金属化反应的良好搭档。
J Org Chem. 2020 Nov 20;85(22):14298-14306. doi: 10.1021/acs.joc.0c01637. Epub 2020 Nov 10.
10
Iron catalyzed stereoselective alkene synthesis: a sustainable pathway.铁催化的立体选择性烯烃合成:一种可持续的途径。
Chem Commun (Camb). 2020 Dec 7;56(95):14937-14961. doi: 10.1039/d0cc04882h.