• 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

手性膦氧配体和膦亚膦配体的手性钌(II)/Pybox 配合物催化的芳基酮的不对称转移氢化反应。

Asymmetric Transfer Hydrogenation of Arylketones Catalyzed by Enantiopure Ruthenium(II)/Pybox Complexes Containing Achiral Phosphonite and Phosphinite Ligands.

机构信息

Departamento de Química Orgánica e Inorgánica-IUQOEM (Unidad Asociada al CSIC), Centro de Innovación en Química Avanzada (ORFEO-CINQA), Universidad de Oviedo, E-33006 Oviedo, Principado de Asturias, Spain.

出版信息

Molecules. 2020 Feb 23;25(4):990. doi: 10.3390/molecules25040990.

DOI:10.3390/molecules25040990
PMID:32102166
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7070392/
Abstract

A family of complexes of the formula -[RuCl(L)(R-pybox)] (R-pybox = (,)-Pr-pybox, (,)-Ph-pybox, L = monodentate phosphonite, PPh(OR), and phosphinite, L = PPh(OR), ligands) were screened in the catalytic asymmetric transfer hydrogenation of acetophenone, observing a strong influence of the nature of both the R-pybox substituents and the L ligand in the process. The best results were obtained with complex -[RuCl{PPh(OEt)}{(,)-Ph-pybox}] (), which provided high conversion and enantioselectivity (up to 96% enantiomeric excess, ) for the reduction of a variety of aromatic ketones, affording the ()-benzylalcohols.

摘要

[RuCl(L)(R-pybox)]型配合物家族（R-pybox = （,）-Pr-pybox、（,）-Ph-pybox，L = 单齿膦酸酯、PPh(OR) 和亚磷酸酯、L = PPh(OR)，配体）被筛选用于催化不对称转移氢化苯乙酮，观察到 R-pybox 取代基和 L 配体的性质对该过程有强烈影响。最佳结果是使用配合物-[RuCl{PPh(OEt)}{(,）-Ph-pybox}]（）获得的，该配合物对各种芳香酮的还原提供了高转化率和对映选择性（高达 96%对映过量，），得到（）-苯甲醇。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/daca/7070392/cfcc8618ff8d/molecules-25-00990-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/daca/7070392/68efc0738490/molecules-25-00990-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/daca/7070392/cfcc8618ff8d/molecules-25-00990-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/daca/7070392/68efc0738490/molecules-25-00990-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/daca/7070392/cfcc8618ff8d/molecules-25-00990-g002.jpg

相似文献

1
Asymmetric Transfer Hydrogenation of Arylketones Catalyzed by Enantiopure Ruthenium(II)/Pybox Complexes Containing Achiral Phosphonite and Phosphinite Ligands.手性膦氧配体和膦亚膦配体的手性钌(II)/Pybox 配合物催化的芳基酮的不对称转移氢化反应。
Molecules. 2020 Feb 23;25(4):990. doi: 10.3390/molecules25040990.
2
Asymmetric transfer hydrogenation of ketones catalyzed by enantiopure osmium(II) pybox complexes.手性锇(II)配合物催化的酮的不对称转移氢化反应。
Inorg Chem. 2013 May 20;52(10):6193-8. doi: 10.1021/ic400680r. Epub 2013 May 2.
3
Highly enantioselective hydrogenation of N-aryl imines derived from acetophenones by using Ru-pybox complexes under hydrogenation or transfer hydrogenation conditions in isopropanol.在异丙醇中，于氢化或转移氢化条件下，使用钌-吡唑啉酮配合物对源自苯乙酮的N-芳基亚胺进行高度对映选择性氢化。
Chemistry. 2015 Jan 7;21(2):549-53. doi: 10.1002/chem.201405276. Epub 2014 Nov 20.
4
New chiral ruthenium(II) catalysts containing 2,6-bis(4'-(R)-phenyloxazolin-2'-yl)pyridine (Ph-pybox) ligands for highly enantioselective transfer hydrogenation of ketones.新型含2,6-双(4'-(R)-苯基恶唑啉-2'-基)吡啶(Ph-pybox)配体的手性钌(II)催化剂用于酮的高对映选择性转移氢化反应。
Chemistry. 2004 Jan 23;10(2):425-32. doi: 10.1002/chem.200305170.
5
trans-Fe(II)(H)2(diphosphine)(diamine) complexes as alternative catalysts for the asymmetric hydrogenation of ketones? A DFT study.反式-Fe(II)(H)2(二膦)(二胺)配合物作为酮不对称氢化的替代催化剂？DFT 研究。
Dalton Trans. 2011 Jan 14;40(2):402-12. doi: 10.1039/c0dt00820f. Epub 2010 Nov 23.
6
A modular design of ruthenium catalysts with diamine and BINOL-derived phosphinite ligands that are enantiomerically-matched for the effective asymmetric transfer hydrogenation of simple ketones.一种具有二胺和源自联萘酚的次膦酸酯配体的钌催化剂的模块化设计，这些配体对简单酮的有效不对称转移氢化反应具有对映体匹配性。
Chem Commun (Camb). 2005 Jun 28(24):3050-2. doi: 10.1039/b502123e. Epub 2005 May 6.
7
Asymmetric hydrogenation of ketones catalyzed by a ruthenium(II)-indan-ambox complex.钌(II)-茚满-氨叉配合物催化的酮不对称氢化。
Chem Commun (Camb). 2010 Jun 14;46(22):3979-81. doi: 10.1039/b927028k. Epub 2010 Apr 21.
8
Employing the structural diversity of nature: development of modular dipeptide-analogue ligands for ruthenium-catalyzed enantioselective transfer hydrogenation of ketones.利用自然界的结构多样性：用于钌催化酮的对映选择性转移氢化反应的模块化二肽类似物配体的开发
Chemistry. 2003 Sep 5;9(17):4031-45. doi: 10.1002/chem.200304900.
9
Mechanism of Asymmetric Hydrogenation of Aromatic Ketones Catalyzed by a Combined System of Ru(π-CH2C(CH3)CH2)2(cod) and the Chiral sp(2)N/sp(3)NH Hybrid Linear N4 Ligand Ph-BINAN-H-Py.手性 sp(2)N/sp(3)NH 杂化线性 N4 配体 Ph-BINAN-H-Py 与 Ru(π-CH2C(CH3)CH2)2(cod)组成的复合体系催化芳香酮不对称氢化反应的机理
J Am Chem Soc. 2015 Jul 1;137(25):8138-49. doi: 10.1021/jacs.5b02350. Epub 2015 Jun 18.
10
Trans/cis isomerization of [RuCl2(diphosphine)(diamine)] complexes: synthesis, X-ray structure and catalytic activity in hydrogenation.[RuCl2(diphosphine)(diamine)] 配合物的顺反异构化：合成、X 射线结构和加氢反应中的催化活性。
Spectrochim Acta A Mol Biomol Spectrosc. 2013 Mar 15;105:466-73. doi: 10.1016/j.saa.2012.11.108. Epub 2012 Dec 20.

引用本文的文献

1
Special Issue: Development of Asymmetric Synthesis.特刊：不对称合成的发展。
Molecules. 2020 Mar 11;25(6):1266. doi: 10.3390/molecules25061266.

本文引用的文献

1
The golden age of transfer hydrogenation.转移氢化的黄金时代。
Chem Rev. 2015 Jul 8;115(13):6621-86. doi: 10.1021/acs.chemrev.5b00203. Epub 2015 Jun 10.
2
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.
3
Antitumor activity of new enantiopure pybox-ruthenium complexes.新型对映体纯的吡唑啉酮-钌配合物的抗肿瘤活性
Dalton Trans. 2013 Oct 14;42(38):13955-67. doi: 10.1039/c3dt51160j. Epub 2013 Aug 8.
4
Asymmetric transfer hydrogenation of ketones catalyzed by enantiopure osmium(II) pybox complexes.手性锇(II)配合物催化的酮的不对称转移氢化反应。
Inorg Chem. 2013 May 20;52(10):6193-8. doi: 10.1021/ic400680r. Epub 2013 May 2.
5
Enantioselective synthesis of alcohols and amines by iridium-catalyzed hydrogenation, transfer hydrogenation, and related processes.通过铱催化氢化、转移氢化和相关过程对醇和胺进行对映选择性合成。
Chemistry. 2013 Jun 3;19(23):7274-302. doi: 10.1002/chem.201202836. Epub 2013 Apr 19.
6
Ruthenium(II) pyrazolyl-pyridyl-oxazolinyl complex catalysts for the asymmetric transfer hydrogenation of ketones.钌（II）吡唑基-吡啶基-恶唑啉基配合物催化剂用于酮的不对称转移氢化。
Chemistry. 2012 Aug 27;18(35):10843-6. doi: 10.1002/chem.201201703. Epub 2012 Jul 24.
7
Highly active ruthenium(II) complex catalysts bearing an unsymmetrical NNN ligand in the (asymmetric) transfer hydrogenation of ketones.在酮的（不对称）转移氢化反应中带有不对称NNN配体的高活性钌（II）配合物催化剂。
Chemistry. 2011 Apr 18;17(17):4737-41. doi: 10.1002/chem.201002039. Epub 2011 Mar 14.
8
Asymmetric hydrogenation, transfer hydrogenation and hydrosilylation of ketones catalyzed by iron complexes.铁配合物催化的酮的不对称氢化、转移氢化和硅氢化反应
Chem Soc Rev. 2009 Aug;38(8):2282-91. doi: 10.1039/b806837m. Epub 2009 May 28.
9
Broader, greener, and more efficient: recent advances in asymmetric transfer hydrogenation.更广泛、更环保、更高效：不对称转移氢化的最新进展
Chem Asian J. 2008 Oct 6;3(10):1750-70. doi: 10.1002/asia.200800196.
10
Asymmetric transfer hydrogenation of ketones with bifunctional transition metal-based molecular catalysts.双功能过渡金属基分子催化剂用于酮的不对称转移氢化反应。
Acc Chem Res. 2007 Dec;40(12):1300-8. doi: 10.1021/ar700134q. Epub 2007 Oct 26.