• 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

氨硼烷对极性烯烃的简便无金属区域选择性转移氢化。

Facile metal free regioselective transfer hydrogenation of polarized olefins with ammonia borane.

机构信息

Institute of Inorganic Chemistry, University of Zürich, Winterthurerstr. 190, 8057 Zürich, Switzerland.

出版信息

Chem Commun (Camb). 2011 Feb 21;47(7):2053-5. doi: 10.1039/c0cc03163a. Epub 2011 Jan 6.

DOI:10.1039/c0cc03163a
PMID:21210065
Abstract

Transfer hydrogenation of polarized olefins bearing strongly electron-withdrawing groups on one side of the double bond was achieved with ammonia borane under mild conditions without using a catalyst. Mechanistic studies proved the character of the direct H transfers proceeding stepwise with a unique hydroboration intermediate and hydride before proton transfer.

摘要

在温和条件下,无需使用催化剂,通过氨硼烷实现了带有强吸电子基团的极化烯烃在双键一侧的转移氢化。机理研究证明了直接 H 转移的特征,其通过独特的硼氢化中间物和氢化物进行逐步反应,然后再进行质子转移。

相似文献

1
Facile metal free regioselective transfer hydrogenation of polarized olefins with ammonia borane.氨硼烷对极性烯烃的简便无金属区域选择性转移氢化。
Chem Commun (Camb). 2011 Feb 21;47(7):2053-5. doi: 10.1039/c0cc03163a. Epub 2011 Jan 6.
2
Synthetic and mechanistic studies of metal-free transfer hydrogenations applying polarized olefins as hydrogen acceptors and amine borane adducts as hydrogen donors.无金属转移氢化的合成与机理研究——以极化烯烃为氢受体、胺硼烷加合物为氢供体。
Org Biomol Chem. 2012 Jan 28;10(4):852-60. doi: 10.1039/c1ob06381b. Epub 2011 Nov 29.
3
A concerted transfer hydrogenolysis: 1,3,2-diazaphospholene-catalyzed hydrogenation of N=N bond with ammonia-borane.协同转移氢化:1,3,2-二氮磷杂环戊烯催化氨硼烷与 N=N 键的氢化反应。
Angew Chem Int Ed Engl. 2014 Mar 24;53(13):3342-6. doi: 10.1002/anie.201400099. Epub 2014 Feb 24.
4
Mechanistic insight on the hydrogenation of conjugated alkenes with h(2) catalyzed by early main-group metal catalysts.早期主族金属催化剂催化氢气对共轭烯烃氢化反应的机理研究。
Inorg Chem. 2010 Apr 5;49(7):3361-9. doi: 10.1021/ic902418v.
5
Utilization of N-X bonds in the synthesis of N-heterocycles.N-X键在氮杂环合成中的应用。
Acc Chem Res. 2009 Aug 18;42(8):1172-82. doi: 10.1021/ar900059r.
6
Metal-free HB(C6F5)2-catalyzed hydrogenation of unfunctionalized olefins and mechanism study of borane-mediated σ-bond metathesis.无金属 HB(C6F5)2 催化的非官能化烯烃氢化反应及硼烷介导的 σ 键复分解反应机理研究。
Angew Chem Int Ed Engl. 2013 Jul 15;52(29):7496-9. doi: 10.1002/anie.201303500. Epub 2013 Jun 18.
7
Hydrogenation and cleavage of dinitrogen to ammonia with a zirconium complex.用锆配合物将二氮加氢并裂解为氨。
Nature. 2004 Feb 5;427(6974):527-30. doi: 10.1038/nature02274.
8
Ammonia Borane Dehydrogenation Promoted by a Pincer-Square-Planar Rhodium(I) Monohydride: A Stepwise Hydrogen Transfer from the Substrate to the Catalyst.钳形平面正方形铑(I)氢化物促进氨硼烷脱氢:底物到催化剂的逐步氢转移
Inorg Chem. 2016 Jul 18;55(14):7176-81. doi: 10.1021/acs.inorgchem.6b01216. Epub 2016 Jul 1.
9
Room Temperature Iron-Catalyzed Transfer Hydrogenation and Regioselective Deuteration of Carbon-Carbon Double Bonds.室温铁催化的碳-碳双键转移氢化反应及区域选择性氘代反应
J Am Chem Soc. 2019 Jan 9;141(1):572-582. doi: 10.1021/jacs.8b11553. Epub 2018 Dec 19.
10
Tuning the Lewis acidity of boranes in frustrated Lewis pair chemistry: implications for the hydrogenation of electron-poor alkenes.调变受阻路易斯酸碱对化学中硼烷的路易斯酸性:对缺电子烯烃加氢反应的影响。
Chemistry. 2013 Aug 12;19(33):11016-20. doi: 10.1002/chem.201301158. Epub 2013 Jun 28.

引用本文的文献

1
Asymmetric Synthesis of Noradamantane Scaffolds via Diphenylprolinol Silyl Ether-Mediated Domino Michael/Epimerization/Michael (or Aldol)/1,2-Addition Reactions.通过二苯基脯氨醇硅醚介导的多米诺迈克尔/差向异构化/迈克尔(或羟醛)/1,2-加成反应不对称合成降金刚烷骨架
Angew Chem Int Ed Engl. 2025 Jun 2;64(23):e202500378. doi: 10.1002/anie.202500378. Epub 2025 Apr 11.
2
Pyrazolo-fused 4-azafluorenones as key reagents for the synthesis of fluorescent dicyanovinylidene-substituted derivatives.吡唑并稠合的4-氮杂芴酮作为合成荧光二氰基亚乙烯基取代衍生物的关键试剂。
RSC Adv. 2019 Aug 30;9(47):27318-27323. doi: 10.1039/c9ra04682h. eCollection 2019 Aug 29.
3
Substituted Dihydropyridine Synthesis by Dearomatization of Pyridines.
通过吡啶的去芳构化反应合成取代的二氢吡啶。
Angew Chem Int Ed Engl. 2021 Jun 14;60(25):13793-13797. doi: 10.1002/anie.202104115. Epub 2021 May 10.
4
Amine-Boranes as Transfer Hydrogenation and Hydrogenation Reagents: A Mechanistic Perspective.胺硼烷作为转移氢化和氢化试剂:机理视角
Angew Chem Int Ed Engl. 2021 Jun 21;60(26):14272-14294. doi: 10.1002/anie.202010835. Epub 2021 Feb 25.
5
Catalytic Transfer Hydrogenation of Arenes and Heteroarenes.芳烃和杂芳烃的催化转移氢化
Chemistry. 2020 Nov 6;26(62):14090-14094. doi: 10.1002/chem.202002777. Epub 2020 Oct 14.
6
Computational Prediction of Ammonia-Borane Dehydrocoupling and Transfer Hydrogenation of Ketones and Imines Catalyzed by SCS Nickel Pincer Complexes.SCS镍钳形配合物催化氨硼烷脱氢偶联及酮和亚胺的转移氢化反应的计算预测
Front Chem. 2019 Sep 13;7:627. doi: 10.3389/fchem.2019.00627. eCollection 2019.
7
Dehydrogenation of Amine-Boranes Using p-Block Compounds.使用p区化合物对胺硼烷进行脱氢反应
Chemistry. 2019 Jul 11;25(39):9133-9152. doi: 10.1002/chem.201900679. Epub 2019 May 27.
8
Step-growth titanium-catalysed dehydropolymerisation of amine-boranes.胺硼烷的逐步增长钛催化脱氢聚合反应。
Chem Sci. 2018 Mar 6;9(13):3360-3366. doi: 10.1039/c7sc05395a. eCollection 2018 Apr 7.
9
Transfer Hydrogenation Employing Ethylene Diamine Bisborane in Water and Pd- and Ru-Nanoparticles in Ionic Liquids.在水中使用乙二胺双硼烷以及在离子液体中使用钯和钌纳米颗粒进行转移氢化反应。
Molecules. 2015 Sep 17;20(9):17058-69. doi: 10.3390/molecules200917058.