• 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

负载型贵金属催化剂上 C═O 和 C═C 键的不对称加氢反应的最新进展。

Recent Progress in Heterogeneous Asymmetric Hydrogenation of C═O and C═C Bonds on Supported Noble Metal Catalysts.

机构信息

Institute for Chemical and Biochemical Engineering, Department of Chemistry and Applied Biosciences, ETH-Zurich, Hönggerberg, HCI , Vladimir Prelog Weg 1, CH-8093 Zurich, Switzerland.

出版信息

Chem Rev. 2017 Sep 13;117(17):11522-11569. doi: 10.1021/acs.chemrev.7b00272. Epub 2017 Sep 5.

DOI:10.1021/acs.chemrev.7b00272
PMID:28872309
Abstract

The ease of separation, simple regeneration, and the usually high stability of solid catalysts facilitating continuous production processes have stimulated the development of heterogeneous asymmetric hydrogenation catalysis. The simplest and so far most promising strategy to induce enantioselectivity to solid metal catalysts is their modification by chiral organic compounds, as most prominently represented by the cinchona-modified Pt and Pd catalysts for the asymmetric hydrogenation of activated C═O and C═C bonds. In this Review, we provide a systematic account of the research accomplished in the past decade on noble metal-based heterogeneous asymmetric hydrogenation of prochiral C═O and C═C bonds, including all important facets of these catalytic systems. The advances made are critically analyzed, and future research challenges are identified.

摘要

固体催化剂易于分离、可简单再生且通常具有较高的稳定性,这促进了连续生产工艺中多相不对称氢化催化的发展。在固体金属催化剂中诱导对映选择性的最简单且迄今为止最有前途的策略是用手性有机化合物对其进行修饰,最突出的例子是金鸡纳碱修饰的 Pt 和 Pd 催化剂,用于对活性 C═O 和 C═C 键的不对称氢化。在这篇综述中,我们系统地介绍了过去十年中在贵金属基的前手性 C═O 和 C═C 键的多相不对称氢化方面所取得的研究成果,包括这些催化体系的所有重要方面。我们批判性地分析了所取得的进展,并确定了未来的研究挑战。

相似文献

1
Recent Progress in Heterogeneous Asymmetric Hydrogenation of C═O and C═C Bonds on Supported Noble Metal Catalysts.负载型贵金属催化剂上 C═O 和 C═C 键的不对称加氢反应的最新进展。
Chem Rev. 2017 Sep 13;117(17):11522-11569. doi: 10.1021/acs.chemrev.7b00272. Epub 2017 Sep 5.
2
Crucial aspects in the design of chirally modified noble metal catalysts for asymmetric hydrogenation of activated ketones.手性贵金属催化剂在酮类化合物不对称氢化反应中的设计要点。
Chem Soc Rev. 2015 Nov 7;44(21):7449-64. doi: 10.1039/c4cs00462k.
3
A Highly Active and Easily Accessible Cobalt Catalyst for Selective Hydrogenation of C═O Bonds.一种高活性且易于接近的钴催化剂,用于选择性加氢 C=O 键。
J Am Chem Soc. 2015 Jul 1;137(25):7998-8001. doi: 10.1021/jacs.5b04349. Epub 2015 Jun 19.
4
Tuning the Hydrogenation Selectivity of an Unsaturated Aldehyde via Single-Atom Alloy Catalysts.通过单原子合金催化剂调节不饱和醛的氢化选择性
J Am Chem Soc. 2024 Jan 31;146(4):2556-2567. doi: 10.1021/jacs.3c10994. Epub 2024 Jan 22.
5
Designing Efficient Single-Atom Alloy Catalysts for Selective C═O Hydrogenation: A First-Principles, Active Learning and Microkinetic Study.设计用于选择性C═O加氢的高效单原子合金催化剂:第一性原理、主动学习和微观动力学研究
ACS Appl Mater Interfaces. 2023 Dec 6;15(48):55903-55915. doi: 10.1021/acsami.3c15108. Epub 2023 Nov 23.
6
Asymmetric hydrogenation in the core of dendrimers.树枝状大分子核心的不对称氢化。
Acc Chem Res. 2014 Oct 21;47(10):2894-906. doi: 10.1021/ar500146e. Epub 2014 Sep 23.
7
Recent advances in osmium-catalyzed hydrogenation and dehydrogenation reactions.近期在铱催化加氢和脱氢反应方面的进展。
Acc Chem Res. 2015 Feb 17;48(2):363-79. doi: 10.1021/ar5003818. Epub 2015 Feb 4.
8
Asymmetric Transfer Hydrogenation of Arylidene-Substituted Chromanones and Tetralones Catalyzed by Noyori-Ikariya Ru(II) Complexes: One-Pot Reduction of C═C and C═O bonds.不对称转移氢化芳亚甲基取代色酮和四氢萘酮的 Noyori-Ikariya Ru(II) 配合物催化:C=C 和 C=O 键的一锅还原。
J Org Chem. 2021 Mar 19;86(6):4849-4858. doi: 10.1021/acs.joc.0c02981. Epub 2021 Mar 8.
9
Aspects of heterogeneous enantioselective catalysis by metals.金属的异构手性催化的各个方面。
Langmuir. 2011 Aug 16;27(16):9687-95. doi: 10.1021/la200009w. Epub 2011 Mar 30.
10
Tris(pyrazolyl)borate Cobalt-Catalyzed Hydrogenation of C═O, C═C, and C═N Bonds: An Assistant Role of a Lewis Base.三(吡唑基)硼酸钴催化的C═O、C═C和C═N键氢化反应:路易斯碱的辅助作用
Org Lett. 2019 Apr 19;21(8):2693-2698. doi: 10.1021/acs.orglett.9b00679. Epub 2019 Apr 4.

引用本文的文献

1
Pyridyl-Thiourea Ruthenium and Osmium Complexes: Coordination of Ligand and Application as FLP Hydrogenation Catalysts.吡啶基硫脲钌和锇配合物:配体的配位作用及作为FLP氢化催化剂的应用
Molecules. 2025 Aug 16;30(16):3398. doi: 10.3390/molecules30163398.
2
Structure Formation in the Wetting Layer of a Carbonyl-Functionalized Ionic Liquid on Au(111): How to Control the Functional Group?金(111)表面羰基官能化离子液体润湿层中的结构形成:如何控制官能团?
Chemphyschem. 2025 Aug 23;26(16):e202500229. doi: 10.1002/cphc.202500229. Epub 2025 Jul 2.
3
On the Hunt for Chiral Single-Atom Catalysts.
寻找手性单原子催化剂。
ACS Catal. 2025 Apr 12;15(9):6852-6873. doi: 10.1021/acscatal.4c07405. eCollection 2025 May 2.
4
Adsorption and Thermal Evolution of the Carbonyl-functionalized Ionic Liquid [5-oxo-CCIm][NTf] on Pt(111): A Combined IRAS, STM, and DFT Study.羰基官能化离子液体[5-氧代-CCIm][NTf]在Pt(111)上的吸附与热演化:红外反射吸收光谱、扫描隧道显微镜和密度泛函理论联合研究
Chemistry. 2025 Feb 6;31(8):e202403900. doi: 10.1002/chem.202403900. Epub 2024 Dec 10.
5
Fe/Thiol Cooperative Hydrogen Atom Transfer Olefin Hydrogenation: Mechanistic Insights That Inform Enantioselective Catalysis.铁/硫醇协同氢原子转移烯烃加氢反应:为对映选择性催化提供信息的机理见解
J Am Chem Soc. 2024 Jun 26;146(25):17296-17310. doi: 10.1021/jacs.4c04047. Epub 2024 Jun 14.
6
Surface hydrophobization of zeolite enables mass transfer matching in gas-liquid-solid three-phase hydrogenation under ambient pressure.沸石的表面疏水化能够在常压下的气-液-固三相氢化反应中实现传质匹配。
Nat Commun. 2024 Mar 7;15(1):2076. doi: 10.1038/s41467-024-46505-3.
7
Thermodynamic evaluations of the acceptorless dehydrogenation and hydrogenation of pre-aromatic and aromatic N-heterocycles in acetonitrile.乙腈中预芳香族和芳香族氮杂环的无受体脱氢和氢化反应的热力学评估
RSC Adv. 2024 Jan 2;14(1):222-232. doi: 10.1039/d3ra08022f.
8
One-Pot Synthesis of Ultra-Small Pt Nanoparticles-Loaded Nitrogen-Doped Mesoporous Carbon Nanotube for Efficient Catalytic Reaction.一锅法合成负载超小铂纳米颗粒的氮掺杂介孔碳纳米管用于高效催化反应
Nanomaterials (Basel). 2023 Sep 25;13(19):2633. doi: 10.3390/nano13192633.
9
Thermodynamic Evaluations of Amines as Hydrides or Two Hydrogen Ions Reductants and Imines as Protons or Two Hydrogen Ions Acceptors, as Well as Their Application in Hydrogenation Reactions.胺作为氢化物或两个氢离子还原剂以及亚胺作为质子或两个氢离子受体的热力学评估,及其在氢化反应中的应用。
ACS Omega. 2023 Aug 21;8(35):31984-31997. doi: 10.1021/acsomega.3c03804. eCollection 2023 Sep 5.
10
Conjugate reduction of vinyl bisphosphonates.乙烯基双膦酸盐的共轭还原
Tetrahedron Lett. 2022 Sep 14;106. doi: 10.1016/j.tetlet.2022.154078. Epub 2022 Aug 12.