• 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

含手性氮杂环卡宾配体的钌(II)配合物催化的极性键分子氢化反应。

The hydrogenation of molecules with polar bonds catalyzed by a ruthenium(II) complex bearing a chelating N-heterocyclic carbene with a primary amine donor.

机构信息

Davenport Laboratory, Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, Ontario M5S 3H6, Canada.

出版信息

Chem Commun (Camb). 2010 Nov 21;46(43):8240-2. doi: 10.1039/c0cc02664f. Epub 2010 Sep 27.

DOI:10.1039/c0cc02664f
PMID:20871933
Abstract

The complex [RuCp*(C-NH(2))(py)]PF(6) bearing a chelating N-heterocyclic carbene with an NH(2) group (C-NH(2)) is an active catalyst for the H(2)-hydrogenation of ketones, an epoxide, ester and ketimine in basic solution. A maximum turnover frequency of 17,600 h(-1) is achieved under mild reaction conditions (25 °C) and economical use of hydrogen (8 bar) while the TOF of a related complex with a phosphine-amine ligand is much smaller.

摘要

该配合物[RuCp*(C-NH(2))(py)]PF(6)中的配体为含有一个 NH(2)基团(C-NH(2))的螯合 N-杂环卡宾,它是酮、环氧化物、酯和酮亚胺在碱性溶液中氢化反应的高效催化剂。在温和的反应条件(25°C)和经济氢气压力(8 巴)下,该配合物可实现高达 17600 h(-1)的最大周转频率,而具有膦-胺配体的相关配合物的 TOF 要小得多。

相似文献

1
The hydrogenation of molecules with polar bonds catalyzed by a ruthenium(II) complex bearing a chelating N-heterocyclic carbene with a primary amine donor.含手性氮杂环卡宾配体的钌(II)配合物催化的极性键分子氢化反应。
Chem Commun (Camb). 2010 Nov 21;46(43):8240-2. doi: 10.1039/c0cc02664f. Epub 2010 Sep 27.
2
Effect of chelating ring size in catalytic ketone hydrogenation: facile synthesis of ruthenium(II) precatalysts containing an N-heterocyclic carbene with a primary amine donor for ketone hydrogenation and a DFT study of mechanisms.螯合环大小对酮加氢催化的影响:易于合成含伯胺供体的 N-杂环卡宾钌(II)前催化剂用于酮加氢及机理的 DFT 研究。
Dalton Trans. 2012 Aug 7;41(29):8797-808. doi: 10.1039/c2dt30994g. Epub 2012 Jun 22.
3
Chemistry of ruthenium(II) monohydride and dihydride complexes containing pyridyl donor ligands including catalytic ketone H2-hydrogenation.含吡啶基供体配体的氢化钌(II)和二氢化钌配合物的化学性质,包括催化酮的H2氢化反应
Inorg Chem. 2005 Apr 4;44(7):2483-92. doi: 10.1021/ic0489387.
4
A succession of isomers of ruthenium dihydride complexes. Which one is the ketone hydrogenation catalyst?一系列二氢化钌配合物的异构体。哪一种是酮氢化催化剂?
J Am Chem Soc. 2005 Feb 16;127(6):1870-82. doi: 10.1021/ja039396f.
5
Ruthenium-catalyzed ionic hydrogenation of iminium cations. Scope and mechanism.钌催化亚胺阳离子的离子氢化反应。范围与机理
J Am Chem Soc. 2005 Jun 1;127(21):7805-14. doi: 10.1021/ja0506861.
6
Dehydrogenation of saturated CC and BN bonds at cationic N-heterocyclic carbene stabilized M(III) centers (M = Rh, Ir).阳离子 N-杂环卡宾稳定的 M(III)中心(M = Rh,Ir)中饱和 CC 和 BN 键的脱氢反应。
J Am Chem Soc. 2010 Aug 4;132(30):10578-91. doi: 10.1021/ja1043787.
7
Mechanistic insights into the phosphine-free RuCp*-diamine-catalyzed hydrogenation of aryl ketones: experimental and theoretical evidence for an alcohol-mediated dihydrogen activation.无膦RuCp * -二胺催化芳基酮氢化反应的机理见解:醇介导的二氢活化的实验和理论证据
J Am Chem Soc. 2005 Nov 2;127(43):15083-90. doi: 10.1021/ja051920q.
8
Kinetic hydrogen/deuterium effects in the direct hydrogenation of ketones catalyzed by a well-defined ruthenium diphosphine diamine complex.由一种结构明确的钌二膦二胺配合物催化的酮直接氢化反应中的动力学氢/氘效应。
J Am Chem Soc. 2009 Aug 12;131(31):11263-9. doi: 10.1021/ja9043104.
9
Enantioselective hydrogenation and transfer hydrogenation of bulky ketones catalysed by a ruthenium complex of a chiral tridentate ligand.手性三齿配体钌配合物催化的大位阻酮的对映选择性氢化和转移氢化反应
Chemistry. 2009;15(5):1227-32. doi: 10.1002/chem.200801929.
10
Heterolytic H2 activation by rhodium thiolato complexes bearing the hydrotris(pyrazolyl)borato ligand and application to catalytic hydrogenation under mild conditions.含氢三(吡唑基)硼烷配体的铑硫醇配合物对氢的异裂活化作用及其在温和条件下催化氢化反应中的应用。
Dalton Trans. 2010 Mar 28;39(12):3072-82. doi: 10.1039/b923557d. Epub 2010 Feb 1.

引用本文的文献

1
Recent Advances in Catalysis Involving Bidentate N-Heterocyclic Carbene Ligands.涉及双齿氮杂环卡宾配体的催化作用的最新进展
Molecules. 2021 Dec 24;27(1):95. doi: 10.3390/molecules27010095.
2
Regiodivergent Hydroborative Ring Opening of Epoxides via Selective C-O Bond Activation.区域选择性环氧化合物的硼氢化开环反应:通过选择性 C-O 键活化。
J Am Chem Soc. 2020 Aug 19;142(33):14286-14294. doi: 10.1021/jacs.0c05917. Epub 2020 Aug 4.
3
A General Regioselective Synthesis of Alcohols by Cobalt-Catalyzed Hydrogenation of Epoxides.钴催化环氧化物加氢反应的醇的区域选择性通用合成法。
Angew Chem Int Ed Engl. 2020 Jul 6;59(28):11321-11324. doi: 10.1002/anie.202002844. Epub 2020 May 11.
4
Preparation and Study of Reusable Polymerized Catalysts for Ester Hydrogenation.用于酯加氢的可重复使用聚合催化剂的制备与研究
ACS Omega. 2019 Jul 16;4(7):12212-12221. doi: 10.1021/acsomega.9b01682. eCollection 2019 Jul 31.
5
Frontiers, opportunities, and challenges in biochemical and chemical catalysis of CO2 fixation.二氧化碳固定的生化与化学催化中的前沿、机遇与挑战
Chem Rev. 2013 Aug 14;113(8):6621-58. doi: 10.1021/cr300463y. Epub 2013 Jun 14.
6
New phosphine-diamine and phosphine-amino-alcohol tridentate ligands for ruthenium catalysed enantioselective hydrogenation of ketones and a concise lactone synthesis enabled by asymmetric reduction of cyano-ketones.用于钌催化酮的对映选择性氢化的新型膦二胺和膦氨基醇三齿配体以及通过氰基酮的不对称还原实现的简洁内酯合成。
Chem Cent J. 2012 Dec 10;6(1):151. doi: 10.1186/1752-153X-6-151.
7
Efficient hydrogenation of organic carbonates, carbamates and formates indicates alternative routes to methanol based on CO2 and CO.高效氢化有机碳酸酯、氨基甲酸酯和甲酸盐表明了基于 CO2 和 CO 的甲醇替代路线。
Nat Chem. 2011 Jul 22;3(8):609-14. doi: 10.1038/nchem.1089.
8
(η-Penta-methyl-cyclo-penta-dien-yl)(η-toluene)-ruthenium(II) hexa-fluorido-phosphate.(η-五甲基环戊二烯基)(η-甲苯)钌(II)六氟磷酸盐
Acta Crystallogr Sect E Struct Rep Online. 2010 Sep 15;66(Pt 10):m1264. doi: 10.1107/S1600536810036299.