• 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

一种强供氢、酸稳定且可重复使用的 1,4-二氢吡啶,用于选择性亚胺和醛的还原。

A strong hydride donating, acid stable and reusable 1,4-dihydropyridine for selective aldimine and aldehyde reductions.

机构信息

Department of Chemistry, Graduate School of Science, Osaka University, 1-1 Machikaneyama, Toyonaka, Osaka 560-0043, Japan.

Innovative Catalysis Science Division (ICS), Institute for Open and Transdisciplinary Research Initiatives (OTRI), Osaka University, Suita, Osaka 565-0871, Japan.

出版信息

Org Biomol Chem. 2022 Feb 23;20(8):1671-1679. doi: 10.1039/d1ob02358f.

DOI:10.1039/d1ob02358f
PMID:35133396
Abstract

A 1,4-dihydropyridine derivative, lacking carbonyl groups and containing bulky aryl substituents, was synthesized and found to have a high hydride donating ability, acid resistance and reusability. Thermodynamic parameters for electron and hydride transfer in the redox system comprising the 1,4-dihydropyridine and its corresponding pyridinium ion were determined. In addition, studies showed that the 1,4-dihydropyridine with steric hindrance can be used to promote efficient, boron trifluoride catalyzed selective reduction reactions of aldimines and aldehydes under mild conditions.

摘要

合成了一种 1,4-二氢吡啶衍生物,它不含羰基,且含有大体积芳基取代基,具有高的供氢能力、耐酸性和可重复使用性。测定了包含 1,4-二氢吡啶及其相应吡啶鎓离子的氧化还原体系中电子和氢转移的热力学参数。此外,研究表明,位阻的 1,4-二氢吡啶可用于在温和条件下促进硼氟化三甲催化的亚胺和醛的高效选择性还原反应。

相似文献

1
A strong hydride donating, acid stable and reusable 1,4-dihydropyridine for selective aldimine and aldehyde reductions.一种强供氢、酸稳定且可重复使用的 1,4-二氢吡啶,用于选择性亚胺和醛的还原。
Org Biomol Chem. 2022 Feb 23;20(8):1671-1679. doi: 10.1039/d1ob02358f.
2
Thermodynamics and kinetics of the hydride-transfer cycles for 1-aryl-1,4-dihydronicotinamide and its 1,2-dihydroisomer.1-芳基-1,4-二氢烟酰胺及其1,2-二氢异构体氢转移循环的热力学和动力学
Chemistry. 2003 Aug 18;9(16):3937-45. doi: 10.1002/chem.200304714.
3
Comparison between 1,2-Dihydropyridine and 1,4-Dihydropyridine on Hydride-Donating Ability and Activity.1,2-二氢吡啶和 1,4-二氢吡啶的供氢能力和活性比较。
Molecules. 2022 Aug 24;27(17):5382. doi: 10.3390/molecules27175382.
4
Reactions of biologically inspired hydride sources with B(CF).生物启发的氢化物源与B(CF)的反应
Philos Trans A Math Phys Eng Sci. 2017 Aug 28;375(2101). doi: 10.1098/rsta.2017.0009.
5
Enantioselective Carbonyl 1,2- or 1,4-Addition Reactions of Nucleophilic Silyl and Diazo Compounds Catalyzed by the Chiral Oxazaborolidinium Ion.手性噁唑硼烷离子催化的亲核硅基和重氮化合物的羰基 1,2-或 1,4-加成反应。
Acc Chem Res. 2019 Aug 20;52(8):2349-2360. doi: 10.1021/acs.accounts.9b00279. Epub 2019 Jul 17.
6
Thermodynamic diagnosis of the properties and mechanism of dihydropyridine-type compounds as hydride source in acetonitrile with "Molecule ID Card".利用“分子身份证”对二氢吡啶类化合物作为氢源在乙腈中性能和机理的热力学诊断。
J Phys Chem B. 2010 Feb 11;114(5):2058-75. doi: 10.1021/jp911137p.
7
Thermodynamic Parameters of Elementary Steps for 3,5-Disubstituted 1,4-Dihydropyridines To Release Hydride Anions in Acetonitrile.3,5-二取代-1,4-二氢吡啶在乙腈中释放氢负离子的基元步骤的热力学参数
ACS Omega. 2018 Oct 19;3(10):13598-13608. doi: 10.1021/acsomega.8b01815. eCollection 2018 Oct 31.
8
Iodine-catalyzed disproportionation of aryl-substituted ethers under solvent-free reaction conditions.无溶剂条件下碘催化芳基取代醚的歧化反应。
Org Biomol Chem. 2013 Mar 28;11(12):1978-99. doi: 10.1039/c3ob27267b. Epub 2013 Feb 6.
9
Conversion and origin of normal and abnormal temperature dependences of kinetic isotope effect in hydride transfer reactions.氢化物转移反应中动力学同位素效应的正常和异常温度依赖性的转换和起源。
J Org Chem. 2012 May 18;77(10):4774-83. doi: 10.1021/jo3005952. Epub 2012 May 2.
10
Rh-Catalyzed Intermolecular Reactions of α-Alkyl-α-Diazo Carbonyl Compounds with Selectivity over β-Hydride Migration.铑催化的α-烷基-α-重氮羰基化合物的分子间反应及其对β-氢化物迁移的选择性
Acc Chem Res. 2016 Jan 19;49(1):115-27. doi: 10.1021/acs.accounts.5b00425. Epub 2015 Dec 21.

引用本文的文献

1
Metallated dihydropyridinates: prospects in hydride transfer and (electro)catalysis.金属化二氢吡啶盐:氢化物转移及(电)催化中的应用前景
Chem Sci. 2023 Jul 17;14(31):8234-8248. doi: 10.1039/d3sc02080k. eCollection 2023 Aug 9.