• 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

香港科技大学-1金属有机框架作为一种高效双功能催化剂:用于形成具有碳-碳、碳-氮、碳-硫和碳-氧键的β-芳基磺酰胺的氮杂环丙烷化和一锅开环转化

HKUST-1 Metal Organic Framework as an Efficient Dual-Function Catalyst: Aziridination and One-Pot Ring-Opening Transformation for Formation of β-Aryl Sulfonamides with C-C, C-N, C-S, and C-O Bonds.

作者信息

Sharma Debesh, Rasaily Sagarmani, Pradhan Sajan, Baruah Khanindram, Tamang Sudarsan, Pariyar Anand

机构信息

Department of Chemistry, Sikkim University, Tadong, 737102 Gangtok, East Sikkim, India.

出版信息

Inorg Chem. 2021 Jun 7;60(11):7794-7802. doi: 10.1021/acs.inorgchem.1c00201. Epub 2021 May 11.

DOI:10.1021/acs.inorgchem.1c00201
PMID:33974428
Abstract

Metal-organic frameworks (MOFs) are extensively used in catalysis due to their robust structure, well-defined periodic reaction centers, and high porosity. We report Cu(BTC)·(HO) (HKUST-1) as an efficient heterogeneous catalyst for aziridination of alkene and ring-opening reaction of activated aziridines. Furthermore, we demonstrate that the transfer of a nitrogen group from PhINTs to olefins and its analogue to give aziridines takes place at the coordinatively unsaturated Cu(II) site of Cu(BTC)-MOF; however, the ring opening of activated aziridines is controlled by the Cu(II) Lewis acid site, and generation of coordinative unsaturation by thermal activation of the MOF is not necessarily important. The key advantage of this catalytic approach is the direct formation of C-C, C-N, C-O, and C-S bonds yielding β-aryl sulfonamide derivatives through a simultaneous aziridination ring-opening reaction of the alkene in one pot using a single catalyst.

摘要

金属有机框架材料(MOFs)因其坚固的结构、明确的周期性反应中心和高孔隙率而被广泛应用于催化领域。我们报道了Cu(BTC)·(H₂O)(HKUST-1)作为一种高效的非均相催化剂,用于烯烃的氮杂环丙烷化反应和活性氮杂环丙烷的开环反应。此外,我们证明了从苯磺酰亚胺氮宾(PhINTs)到烯烃及其类似物的氮基团转移以生成氮杂环丙烷是在Cu(BTC)-MOF的配位不饱和Cu(II)位点上发生的;然而,活性氮杂环丙烷的开环反应是由Cu(II)路易斯酸位点控制的,并且通过MOF的热活化产生配位不饱和并不一定重要。这种催化方法的关键优势在于通过使用单一催化剂在一个反应釜中同时进行烯烃的氮杂环丙烷化开环反应,直接形成C-C、C-N、C-O和C-S键,生成β-芳基磺酰胺衍生物。

相似文献

1
HKUST-1 Metal Organic Framework as an Efficient Dual-Function Catalyst: Aziridination and One-Pot Ring-Opening Transformation for Formation of β-Aryl Sulfonamides with C-C, C-N, C-S, and C-O Bonds.香港科技大学-1金属有机框架作为一种高效双功能催化剂:用于形成具有碳-碳、碳-氮、碳-硫和碳-氧键的β-芳基磺酰胺的氮杂环丙烷化和一锅开环转化
Inorg Chem. 2021 Jun 7;60(11):7794-7802. doi: 10.1021/acs.inorgchem.1c00201. Epub 2021 May 11.
2
Multifunctional Catalysis by a One-Dimensional Copper(II) Metal Organic Framework Containing Pre-existing Coordinatively Unsaturated Sites: Intermolecular C-N, C-O, and C-S Cross-Coupling; Stereoselective Intramolecular C-N Coupling; and Aziridination Reactions.具有预先存在的配位不饱和位点的一维铜(II)金属有机框架的多功能催化:分子间C-N、C-O和C-S交叉偶联;立体选择性分子内C-N偶联;以及氮杂环丙烷化反应。
Inorg Chem. 2022 Sep 5;61(35):13685-13699. doi: 10.1021/acs.inorgchem.2c00270. Epub 2022 Aug 24.
3
Stereospecific Single-Pot Route to Chiral Imidazolidines from Aziridines Using a 2D Cu Metal-Organic Framework.使用二维 Cu 金属有机骨架从氮丙啶立体选择性一锅法制备手性咪唑烷。
Inorg Chem. 2023 Mar 20;62(11):4540-4549. doi: 10.1021/acs.inorgchem.2c04443. Epub 2023 Mar 6.
4
Quasi-HKUST Prepared via Postsynthetic Defect Engineering for Highly Improved Catalytic Conversion of 4-Nitrophenol.通过合成后缺陷工程制备的类香港科技大学材料用于高效催化转化4-硝基苯酚
ACS Appl Mater Interfaces. 2022 Jan 12;14(1):978-989. doi: 10.1021/acsami.1c19862. Epub 2021 Dec 31.
5
Enhanced Catalytic Performance of Quasi-HKUST-1 for the Tandem Imine Formation.准HKUST-1在串联亚胺形成反应中的催化性能增强
Chemistry. 2021 Oct 13;27(57):14273-14281. doi: 10.1002/chem.202102405. Epub 2021 Sep 9.
6
Strongly Lewis Acidic Metal-Organic Frameworks for Continuous Flow Catalysis.用于连续流动催化的强路易斯酸性金属有机框架
J Am Chem Soc. 2019 Sep 18;141(37):14878-14888. doi: 10.1021/jacs.9b07891. Epub 2019 Sep 4.
7
Bi Metal-Organic Framework (Ce/Ni-BTC) as Heterogeneous Catalyst for the Green Synthesis of Substituted Chromeno[4, 3-b]quinolone under Solvent Free Condition.双金属有机骨架(Ce/Ni-BTC)作为多相催化剂在无溶剂条件下绿色合成取代色烯并[4,3-b]喹啉酮。
Curr Org Synth. 2021;18(5):475-482. doi: 10.2174/1570179418666210122100240.
8
Rhodium(II)-catalyzed aziridination of allyl-substituted sulfonamides and carbamates.铑(II)催化烯丙基取代的磺酰胺和氨基甲酸酯的氮杂环丙烷化反应。
J Org Chem. 2004 Sep 17;69(19):6377-86. doi: 10.1021/jo048990k.
9
Cu(3)(BTC)(2) as a viable heterogeneous solid catalyst for Friedel-Crafts alkylation of indoles with nitroalkenes.Cu(3)(BTC)(2)作为一种可行的非均相固体催化剂用于吲哚与硝基烯烃的傅克烷基化反应。
J Colloid Interface Sci. 2017 May 15;494:282-289. doi: 10.1016/j.jcis.2017.01.091. Epub 2017 Jan 24.
10
Synthesis of 1,2-Dicarbonyl-3-enes by Hydroacylation of 1-Alkynes with Glyoxal Derivatives Using Metal-Organic Framework Cu/MOF-74 as Heterogeneous Catalyst.以金属有机框架Cu/MOF-74作为多相催化剂,通过1-炔烃与乙二醛衍生物的氢酰化反应合成1,2-二羰基-3-烯
Chempluschem. 2016 Apr;81(4):361-369. doi: 10.1002/cplu.201600075. Epub 2016 Mar 8.

引用本文的文献

1
Metal-Organic Frameworks as Fillers in Porous Organic Polymer-Based Hybrid Materials: Innovations in Composition, Processing, and Applications.金属有机框架材料作为多孔有机聚合物基杂化材料中的填料:组成、加工及应用方面的创新
Polymers (Basel). 2025 Jul 15;17(14):1941. doi: 10.3390/polym17141941.
2
Bimetallic Cu/Zn Single-Atom Nanozyme with Superoxide Dismutase-Like Activity.具有超氧化物歧化酶样活性的双金属铜/锌单原子纳米酶
Small. 2025 Sep;21(36):e03879. doi: 10.1002/smll.202503879. Epub 2025 Jul 20.
3
Designing Dual-Responsive Drug Delivery Systems: The Role of Phase Change Materials and Metal-Organic Frameworks.
设计双响应药物递送系统:相变材料和金属有机框架的作用。
Materials (Basel). 2024 Jun 22;17(13):3070. doi: 10.3390/ma17133070.
4
The influence of HKUST-1 and MOF-76 hand grinding/mechanical activation on stability, particle size, textural properties and carbon dioxide sorption.香港科技大学-1(HKUST-1)和MOF-76手工研磨/机械活化对稳定性、粒径、织构性质及二氧化碳吸附的影响
Sci Rep. 2024 Jul 4;14(1):15386. doi: 10.1038/s41598-024-66432-z.
5
Activation of peroxymonosulfate with ZIF-67-derived Co/N-doped porous carbon nanocubes for the degradation of Congo red dye.用ZIF-67衍生的Co/N掺杂多孔碳纳米立方体活化过一硫酸盐用于降解刚果红染料
Sci Rep. 2024 May 29;14(1):12313. doi: 10.1038/s41598-024-62029-8.
6
On the HKUST-1/GO and HKUST-1/rGO Composites: The Impact of Synthesis Method on Physicochemical Properties.关于 HKUST-1/GO 和 HKUST-1/rGO 复合材料:合成方法对物理化学性质的影响。
Molecules. 2022 Oct 20;27(20):7082. doi: 10.3390/molecules27207082.
7
A Facile and General Approach to Enhance Water Resistance of Metal-Organic Frameworks by the Post-Modification with Aminopropyltriethoxylsilane.一种通过用氨丙基三乙氧基硅烷进行后修饰来增强金属有机框架材料耐水性的简便通用方法。
Nanomaterials (Basel). 2022 Mar 29;12(7):1134. doi: 10.3390/nano12071134.