• 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

细胞色素P-450模型反应:锰卟啉催化过氧单硫酸四丁铵对醇的高效高选择性氧化反应

Cytochrome P-450 model reactions: efficient and highly selective oxidation of alcohols with tetrabutylammonium peroxymonosulfate catalyzed by Mn-porphyrins.

作者信息

Rezaeifard Abdolreza, Jafarpour Maasoumeh, Moghaddam Gholamreza Kardan, Amini Fatemeh

机构信息

Department of Chemistry, Faculty of Science, University of Birjand, 414 Birjand, Iran.

出版信息

Bioorg Med Chem. 2007 Apr 15;15(8):3097-101. doi: 10.1016/j.bmc.2007.01.032. Epub 2007 Jan 20.

DOI:10.1016/j.bmc.2007.01.032
PMID:17293117
Abstract

A novel biomimetic method for rapid oxidation of a wide range of benzylic, allylic, aliphatic, primary and secondary alcohols to the related aldehydes and ketones using Bu(4)NHSO(5) catalyzed by Mn(TPP)OAc/pyridine system with high to excellent yields and excellent selectivity has been developed. The high turnover rates obtained in this catalytic system represent a high efficiency and also relative stability of Mn-porphyrin catalyst towards oxidative degradation. The presence of an electron-withdrawing group on the phenyl ring of both benzyl alcohol and porphyrin ligand increases the reactivity of substrate as well as catalytic activity of Mn-porphyrin catalyst in the oxidation reaction.

摘要

已开发出一种新型仿生方法,使用由Mn(TPP)OAc/吡啶体系催化的Bu(4)NHSO(5),将多种苄醇、烯丙醇、脂肪醇、伯醇和仲醇快速氧化为相应的醛和酮,产率高至优异,选择性优异。该催化体系获得的高周转率代表了卟啉锰催化剂对氧化降解具有高效率以及相对稳定性。苄醇和卟啉配体苯环上吸电子基团的存在增加了底物的反应性以及锰卟啉催化剂在氧化反应中的催化活性。

相似文献

1
Cytochrome P-450 model reactions: efficient and highly selective oxidation of alcohols with tetrabutylammonium peroxymonosulfate catalyzed by Mn-porphyrins.细胞色素P-450模型反应:锰卟啉催化过氧单硫酸四丁铵对醇的高效高选择性氧化反应
Bioorg Med Chem. 2007 Apr 15;15(8):3097-101. doi: 10.1016/j.bmc.2007.01.032. Epub 2007 Jan 20.
2
A novel environmentally benign method for the selective oxidation of alcohols to aldehydes and ketones.一种将醇选择性氧化为醛和酮的新型环境友好方法。
Chem Asian J. 2007 Mar 5;2(3):411-5. doi: 10.1002/asia.200600383.
3
Novel polyaniline-supported molybdenum-catalyzed aerobic oxidation of alcohols to aldehydes and ketones.新型聚苯胺负载钼催化醇类有氧氧化为醛和酮
Org Lett. 2004 Dec 23;6(26):4821-4. doi: 10.1021/ol048195t.
4
Highly efficient controllable oxidation of alcohols to aldehydes and acids with sodium periodate catalyzed by water-soluble metalloporphyrins as biomimetic catalyst.水溶性金属卟啉模拟酶催化高碘酸钠氧化醇高效可控合成醛和酸。
Bioorg Med Chem. 2010 Dec 1;18(23):8144-9. doi: 10.1016/j.bmc.2010.10.026. Epub 2010 Oct 15.
5
Spectral, electrochemical, and catalytic properties of a homologous series of manganese porphyrins as cytochrome P450 model: the effect of the degree of beta-bromination.作为细胞色素P450模型的一系列锰卟啉同系物的光谱、电化学和催化性质:β-溴化程度的影响。
J Inorg Biochem. 2008 Oct;102(10):1932-41. doi: 10.1016/j.jinorgbio.2008.07.001. Epub 2008 Jul 11.
6
Partially and fully beta-brominated Mn-porphyrins in P450 biomimetic systems: effects of the degree of bromination on electrochemical and catalytic properties.P450仿生体系中部分和完全β-溴化锰卟啉:溴化程度对电化学和催化性能的影响。
J Inorg Biochem. 2005 May;99(5):1193-204. doi: 10.1016/j.jinorgbio.2005.02.019.
7
Manganese-catalyzed selective oxidation of aliphatic C-H groups and secondary alcohols to ketones with hydrogen peroxide.锰催化的脂肪族 C-H 键和仲醇与过氧化氢选择性氧化为酮。
ChemSusChem. 2013 Sep;6(9):1774-8. doi: 10.1002/cssc.201300378. Epub 2013 Sep 5.
8
The aerobic oxidation of alcohols with a ruthenium porphyrin catalyst in organic and fluorinated solvents.钌卟啉催化剂在有机和氟化溶剂中对醇进行有氧氧化反应。
Org Biomol Chem. 2008 Jun 7;6(11):1961-5. doi: 10.1039/b800583d. Epub 2008 Apr 14.
9
Highly efficient oxidation of secondary alcohols to ketones catalyzed by manganese complexes of N4 ligands with H2O2.N4 配体锰配合物催化双氧水高效氧化仲醇为酮。
Org Lett. 2015 Jan 2;17(1):54-7. doi: 10.1021/ol5032156. Epub 2014 Dec 16.
10
Mechanistic characterization of aerobic alcohol oxidation catalyzed by Pd(OAc)(2)/pyridine including identification of the catalyst resting state and the origin of nonlinear [catalyst] dependence.由Pd(OAc)₂/吡啶催化的需氧醇氧化反应的机理表征,包括催化剂静止态的确定以及非线性[催化剂]依赖性的起源。
J Am Chem Soc. 2004 Sep 15;126(36):11268-78. doi: 10.1021/ja049962m.

引用本文的文献

1
Porphyrins as Catalysts in Scalable Organic Reactions.卟啉作为可扩展有机反应中的催化剂
Molecules. 2016 Mar 8;21(3):310. doi: 10.3390/molecules21030310.
2
High-load, oligomeric dichlorotriazine: a versatile ROMP-derived reagent and scavenger.高负载低聚物二氯三嗪:一种多功能的开环易位聚合衍生试剂和清除剂。
J Org Chem. 2008 Nov 21;73(22):8785-90. doi: 10.1021/jo801578f. Epub 2008 Oct 21.