4.7 Article

Simple manganese carbonyl catalyzed hydrogenation of quinolines and imines

期刊

CHINESE CHEMICAL LETTERS
卷 31, 期 7, 页码 1890-1894

出版社

ELSEVIER SCIENCE INC
DOI: 10.1016/j.cclet.2020.02.025

关键词

Manganese; Hydrogenation; Quinolines; Imines; Homogeneous catalysis

资金

  1. National Natural Science Foundation of China [21772202, 21831008]
  2. Beijing Municipal Science & Technology Commission [Z191100007219009]
  3. Beijing National Laboratory for Molecular Sciences [BNLMS-CXXM201901]

向作者/读者索取更多资源

Manganese-catalyzed hydrogenation of unsaturated molecules has made tremendous progresses recently benefiting from non-innocent pincer or bidentate ligands for manganese. Herein, we describe the hydrogenation of quinolines and imines catalyzed by simple manganese carbonyls, Mn-2(CO)(10) or MnBr(CO)(5), thus eliminating the prerequisite pincer-type or bidentate ligands. (C) 2020 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.

作者

我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。

评论

主要评分

4.7
评分不足

次要评分

新颖性
-
重要性
-
科学严谨性
-
评价这篇论文

推荐

Review Chemistry, Multidisciplinary

Inert C-H Bond Transformations Enabled by Organometallic Manganese Catalysis

Yuanyuan Hu, Bingwei Zhou, Congyang Wang

ACCOUNTS OF CHEMICAL RESEARCH (2018)

Review Chemistry, Physical

Manganese-Catalyzed C-H Olefination Reactions

Yuanyuan Hu, Congyang Wang

CHEMCATCHEM (2019)

Article Chemistry, Multidisciplinary

Re-Catalyzed Annulations of Weakly Coordinating N-Carbamoyl Indoles/Indolines with Alkynes via C-H/C-N Bond Cleavage

Yunhui Yang, Congyang Wang

CHEMISTRY-A EUROPEAN JOURNAL (2019)

Article Chemistry, Organic

Rhenium-Catalyzed Phthalide Synthesis from Benzamides and Aldehydes via C-H Bond Activation

Bing Jia, Yunhui Yang, Xiqing Jin, Guoliang Mao, Congyang Wang

ORGANIC LETTERS (2019)

Article Chemistry, Organic

Manganese-Catalyzed Aromatic C-H Allylation of Ketones

Shaukat Ali, Jiaqi Huo, Congyang Wang

ORGANIC LETTERS (2019)

Article Chemistry, Multidisciplinary

Manganese-Catalyzed Hydroarylation of Unactivated Alkenes

Ting Liu, Yunhui Yang, Congyang Wang

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2020)

Article Chemistry, Organic

Manganese-Catalyzed [3+2] Cyclization of Ketones and Isocyanates via Inert C-H Activation

Jiaqi Huo, Yunhui Yang, Congyang Wang

Summary: Researchers have developed a novel trio of Me2Zn/ AlCl3/AgOTf to establish manganese catalysis, enabling the [3 + 2] cyclization of ketones with isocyanates via inert C-H activation to access 3-alkylidene phthalimidines in a straightforward manner.

ORGANIC LETTERS (2021)

Article Chemistry, Organic

Manganese-Catalyzed C(sp2)-H Addition to Polar Unsaturated Bonds

Ting Liu, Congyang Wang

Summary: This article discusses manganese-catalyzed C-H addition to polar unsaturated bonds in transition-metal catalysis.

SYNLETT (2021)

Article Chemistry, Physical

Cooperative N-Heterocyclic Carbene/Nickel-Catalyzed Hydroacylation of 1,3-Dienes with Aldehydes in Water

Hao Liu, You-Feng Han, Zhong-Hua Gao, Chun-Lin Zhang, Congyang Wang, Song Ye

Summary: The cooperative N-heterocyclic carbene/nickel-catalyzed redox-neutral hydroacylation of 1,3-dienes with aldehydes in water was successfully achieved, providing synthetically useful compounds with high atom economy. This study demonstrated the compatibility of NHC catalysis with nickel catalysis and utilized water as the sole solvent, which is rarely reported in cooperative metal/organic catalytic systems.

ACS CATALYSIS (2022)

Article Chemistry, Multidisciplinary

Manganese-Catalyzed Hydrogenative Desulfurization of Thioamides

Zelong Wang, Silin Chen, Chao Chen, Yunhui Yang, Congyang Wang

Summary: Earth-abundant transition metal catalysis has been developed as a viable substitute for noble transition metal catalysis in hydrogenation reactions. However, the hydrogenation of thioamides using earth-abundant transition metals has not been reported due to catalyst poisoning by sulfur-containing molecules. In this study, we successfully achieved manganese-catalyzed hydrogenative desulfurization of thioamides to amines or imines by employing MnBr(CO)(5) instead of commonly-used pincer-manganese catalysts, along with NEt3 and CuBr. This reaction demonstrated excellent selectivity in breaking the C=S bond of thioamides, unlike the only known Ru-catalyzed hydrogenation of thioamides, and it exhibited unprecedented chemo-selectivity towards vulnerable functional groups.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2023)

Article Chemistry, Multidisciplinary

Umpolung coupling of pyridine-2-carboxaldehydes and propargylic carbonates via N-heterocyclic carbene/palladium synergetic catalysis

Weiyang Bi, Yunhui Yang, Song Ye, Congyang Wang

Summary: The umpolung cross-coupling reaction of pyridine-2-carboxaldehydes and propargylic carbonates was successfully achieved for the first time through N-heterocyclic carbene/palladium cooperative catalysis. The judicious selection of the palladium catalyst, ligand, and N-heterocyclic carbene resulted in regioselective formation of propargylic ketones.

CHEMICAL COMMUNICATIONS (2021)

Article Chemistry, Organic

Rhenium-catalyzed alkylarylation of alkenes with PhI(O2CR)2viadecarboxylation to access indolinones and dihydroquinolinones

Lei Zhang, Yin Wang, Yunhui Yang, Ping Zhang, Congyang Wang

ORGANIC CHEMISTRY FRONTIERS (2020)

Article Chemistry, Multidisciplinary

Dichotomy of Manganese Catalysis via Organometallic or Radical Mechanism: Stereodivergent Hydrosilylation of Alkynes

Xiaoxu Yang, Congyang Wang

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2018)

Article Chemistry, Multidisciplinary

Passive daytime radiative cooling coatings with renewable self-cleaning functions

Qian Wu, Yubo Cui, Guifeng Xia, Jinlong Yang, Shuming Du, Xinhong Xiong, Li Yang, Dong Xu, Xu Deng, Jiaxi Cui

Summary: Passive daytime radiative cooling (PDRC) technology, while promising for global spacing cooling, faces limitations in practical application due to reduced cooling effectiveness caused by wear and dirt contamination. Researchers have developed a renewable armor structure using fluorinated hollow glass microspheres to enhance the anti-fouling and cooling properties of PDRC coatings. The coatings exhibit high solar reflectance and thermal emittance, leading to significant temperature reduction below ambient temperature.

CHINESE CHEMICAL LETTERS (2024)

Article Chemistry, Multidisciplinary

Benzothiadiazole-based materials for organic solar cells

Qiang Bei, Bei Zhang, Kaifeng Wang, Shiming Zhang, Guichuan Xing, Clement Cabanetos

Summary: The power conversion efficiency (PCE) of organic solar cells (OSCs) has reached 20% in recent years, thanks to the advantages of organic photoactive materials. Benzothiadiazole (BT) has attracted significant research attention as a building block of OSCs. OSCs based on BT structure have shown diversity, and the increasing PCE values indicate a promising future for OSCs. This review analyzes the progress made in the last decades, focusing on effective BT small-molecules and BT polymers for OSCs. The structure-property relationships, donor-acceptor matching criteria, and morphology control approaches are discussed. The remaining challenges and a personal perspective on the future advancement of OSCs are summarized.

CHINESE CHEMICAL LETTERS (2024)

Article Chemistry, Multidisciplinary

Evaluation of erastin synergized cisplatin anti-nasopharyngeal carcinoma effect with a glutathione-activated near-infrared fluorescent probe

Rong He, Dandan Tang, Ningge Xu, Heng Liu, Kun Dou, Xuejun Zhou, Fabiao Yu

Summary: Nasopharyngeal carcinoma (NPC) is a common malignant tumor of the head and neck, with a high incidence in China and Southeast Asian countries. In this study, a novel near-infrared fluorescent probe, SNAFL-GSH, was designed and synthesized for the detection of glutathione (GSH). The probe showed selective detection of GSH and the ability to distinguish normal and cancer cells. It has great potential for application in the diagnosis and evaluation of NPC.

CHINESE CHEMICAL LETTERS (2024)

Article Chemistry, Multidisciplinary

Automated screening of primary cell-based aptamers for targeting and therapy of pancreatic cancer

Zhukang Guo, Baijiang Jin, Yile Fang, Lian Jin, Song Li, Yan Deng, Zhu Chen, Hui Chen, Yuanying Zhang, Rabia Usman, Nongyue He

Summary: This study isolated primary cells that can be stably passaged from spontaneous tumors of genetically engineered pancreatic ductal adenocarcinoma model mice and used an autonomously developed automated screening instrument for efficient nucleic acid aptamer screening. The obtained aptamers were affinity verified at the cellular level. The study also investigated the impact of cell growth environment difference on the recognition ability of aptamers and confirmed the targeting ability and drug loading ability of the aptamer.

CHINESE CHEMICAL LETTERS (2024)

Article Chemistry, Multidisciplinary

Partial oxidation of methane by photocatalysis

Zhongshan Yang, Qiqi Zhang, Hui Song, Xin Chen, Jiwei Cui, Yanhui Sun, Lequan Liu, Jinhua Ye

Summary: Methane chemistry is a significant area of research in catalysis. Converting methane into value-added chemicals is desirable but challenging due to its high C-H bonding energy and lack of pi bonding or unpaired electrons. Photocatalytic partial oxidation of methane to liquid oxygenates is a promising technology for achieving high efficiency and selectivity under mild conditions. The choice and activation of oxidants are crucial for its performance.

CHINESE CHEMICAL LETTERS (2024)

Article Chemistry, Multidisciplinary

H2S-releasing adhesive hydrogel as oral radioprotectant for gastrointestinal tract radioprotection

Peng Shan, Jing Liao, Jiayi Li, Chengyan Wang, Jie Zhou, Linqiang Mei, Yunlu Dai, Qiang Wang, Wenyan Yin

Summary: This study reports an oral radioprotectant Gel@GYY that combines a gelatin-based hydrogel and a pH-responsive hydrogen sulfide donor. Gel@GYY has excellent adhesion and sustained release properties, allowing it to release H2S in the gastrointestinal tract and effectively scavenge free radicals induced by radiation. It also reduces inflammation and has biodegradable properties.

CHINESE CHEMICAL LETTERS (2024)

Article Chemistry, Multidisciplinary

Insertion of pillar[5]arene into Tröger's base-derived porous organic polymer for promoted heterogeneous catalytic performance in Knoevenagel condensation and CO2 fixation

Lu Liu, Ziyi Liu, Jingnan Cui, Guiling Ning, Weitao Gong

Summary: The development of new metal-free heterogeneous catalysts has been the subject of extensive research. In this study, a new Troger's base (TB)-derived porous organic polymer (POPs) was designed and prepared by integrating multifunctional monomers. The resulting polymer, which combines the advantages of pillar[5]arene macrocycle and TB moiety, exhibited enhanced catalytic performance in Knoevenagel condensation and CO2 conversion, serving as an effective metal-free catalyst. This work provides a new strategy for fabricating metal-free heterogeneous catalysts based on macrocyclic POPs.

CHINESE CHEMICAL LETTERS (2024)

Article Chemistry, Multidisciplinary

Supramolecular flow chemistry: Construction of multiscale supramolecular assemblies by micro/nanofluidic techniques

Leyong Zhou, Changyin Yang, Weitao Dou, Tongxia Jin, Haibo Yang, Lin Xu

Summary: This review summarizes the application of micro/nanofluidic techniques in constructing supramolecular assemblies of different scales, and highlights the advantages of these techniques over conventional synthesis methods. Furthermore, it emphasizes the potential of micro/nanofluidic systems in improving our understanding of supramolecular self-assembly processes.

CHINESE CHEMICAL LETTERS (2024)

Article Chemistry, Multidisciplinary

Efficient water disinfection with ball milled Mg-biochar: The key role of trace Cu

Yanchao Jin, Suixiaochen Chen, Peiwen Huang, Xiongjian Chen, Chun-Yan Lin, Li-Ping Li, Xiao Chen, Rui Ding, Jianxi Liu, Riyao Chen

Summary: In this study, magnesium and coconut shell carbon were used to disinfect water by adsorbing copper(II) and converting dissolved oxygen to hydrogen peroxide through Mg corrosion. The copper was enriched on the carbon surface and efficiently catalyzed the hydrogen peroxide to inactivate E.coli. The process showed promising disinfection performance both in laboratory experiments and real wastewater treatment.

CHINESE CHEMICAL LETTERS (2024)

Article Chemistry, Multidisciplinary

Defect reduction to enhance the mechanical strength of nanocellulose carbon aerogel

Haihong Lai, Zehong Chen, Hao Zhuo, Yijie Hu, Xuan Zhao, Jiwang Yi, Hongzhi Zheng, Ge Shi, Yifan Tong, Ling Meng, Xinwen Peng, Linxin Zhong

Summary: By altering the pyrolysis route of cellulose nanofiber, the structural defects of carbon aerogels can be reduced, leading to improved compressibility and stress retention, as well as higher stress sensor sensitivity and temperature coefficient.

CHINESE CHEMICAL LETTERS (2024)

Article Chemistry, Multidisciplinary

Harnessing bacteria for tumor therapy: Current advances and challenges

Lina Guo, Jinsong Ding, Wenhu Zhou

Summary: Bacteria-based tumor therapy has resurfaced due to the revolution of tumor immunotherapy, offering unique solutions for traditional tumor treatments. Bacteria with active tropism can selectively colonize tumor sites and suppress tumor growth through various mechanisms, making them attractive tools for tumor treatment. This critical review introduces recent advances in bacteria-based tumor therapy, including bacterial properties, their benefits for tumor therapy, anti-tumor mechanisms, challenges, and future perspectives.

CHINESE CHEMICAL LETTERS (2024)

Article Chemistry, Multidisciplinary

Interactions of phenol and benzaldehyde in electrocatalytic upgrading process

Lan Liang, Chuanbin Wang, Xukai Lu, Yunan Sun, Beibei Yan, Ning Li, Guanyi Chen, Li'an Hou

Summary: This study investigates the interactions between phenol and benzaldehyde in the ECH process through experiments and theoretical calculations. The results show that phenol can accelerate the conversion of benzaldehyde, while benzaldehyde inhibits the conversion of phenol. The research provides a theoretical basis for the application of ECH in practical bio-oil upgrading.

CHINESE CHEMICAL LETTERS (2024)

Article Chemistry, Multidisciplinary

Recent advances in photothermal effects for hydrogen evolution

Pengcheng Fan, Yuhao He, Junan Pan, Ning Sun, Qiyu Zhang, Chen Gu, Kang Chen, Weinan Yin, Longlu Wang

Summary: This study focuses on the recent progress in hydrogen evolution reaction (HER) based on photothermal effect. It introduces the main pathways of photothermal conversions applied in H2 evolution, summarizes the functions of the photothermal effect, and presents a method to improve the catalytic system through thermal means. The study also discusses the challenges and outlook in this promising area.

CHINESE CHEMICAL LETTERS (2024)

Article Chemistry, Multidisciplinary

Activation of peroxymonosulfate by FeVO3-x for the degradation of carbamazepine: Vanadium mediated electron shuttle and oxygen vacancy modulated interface chemistry

Leiduo Lai, Hongyu Zhou, Yichen Hong, Mengfan Luo, Yang Shi, Heng Zhang, Zhaokun Xiong, Gang Yao, Bo Lai

Summary: In this study, a facile ammonia reduction strategy was proposed and a novel FeVO3-x catalyst was synthesized for the activation of peroxymonosulfate (PMS) to degrade the pharmaceutical carbamazepine (CBZ). The results showed that the system could rapidly degrade CBZ and generate various active species involved in the degradation process.

CHINESE CHEMICAL LETTERS (2024)

Article Chemistry, Multidisciplinary

Artificial stepwise light harvesting system in water constructed by quadruple hydrogen bonding supramolecular polymeric nanoparticles

Tangxin Xiao, Xiuxiu Li, Liangliang Zhang, Kai Diao, Zheng-Yi Li, Xiao-Qiang Sun, Leyong Wang

Summary: This study presents the construction of a supramolecular light harvesting system based on sequential energy transfer. The system demonstrates tunable fluorescence emission through self-assembly of polymers into nanoparticles, achieving efficient two-step light harvesting.

CHINESE CHEMICAL LETTERS (2024)