Article
Chemistry, Multidisciplinary
Qizhi Hu, Shi Jiang, Yue Wu, Hongzhong Xu, Guoqing Li, Yu Zhou, Jun Wang
Summary: An efficient catalytic system using a low-cost non-noble-metal catalyst was developed for the conversion of 5-hydroxymethylfurfural (HMF) into N-containing compounds. A carbon-doped Ni catalyst supported on Al2O3 was obtained via pyrolysis-reduction, and it showed high selectivity and yield in the reductive amination of HMF. The catalyst could be recycled and applied to the synthesis of biomass-derived amines at ambient temperature.
Article
Chemistry, Multidisciplinary
Ye Lu, Jixiao Wang, Xiujuan Feng, Yanhui Li, Wei Zhang, Yoshinori Yamamoto, Ming Bao
Summary: An efficient and highly selective heterogeneous catalyst system using unsupported palladium nanopores (PdNPore) was developed for nitrile hydrogenation. The PdNPore catalyst demonstrated high activity and excellent selectivity, producing primary amines with satisfactory to excellent yields. The catalyst could be easily recovered and reused without any loss of catalytic activity.
Article
Chemistry, Physical
Vishwas G. Chandrashekhar, Kishore Natte, Asma M. Alenad, Ahmad S. Alshammari, Carsten Kreyenschulte, Rajenahally V. Jagadeesh
Summary: Efficient and selective conversion of renewable feedstocks to essential chemicals and fuels using green catalytic processes attracts scientific interest. Cobalt nanoparticles catalyzed conversion of 5-hydroxymethylfurfural (HMF) to organic amines and heterocyclic compounds holds significant potential for scientific and industrial applications.
Article
Chemistry, Multidisciplinary
Zuojun Wei, Yuran Cheng, Hao Huang, Zhihe Ma, Kuo Zhou, Yingxin Liu
Summary: Mono- and bimetallic Ni-based catalysts were prepared for the reductive amination of 5-hydroxymethylfurfural (5-HMF) into 2,5-bis(aminomethyl)furan (BAMF) using 6 supports and 14 secondary metals. Gamma-Al2O3 and Mn were found to be the most effective supports. By optimizing the reaction conditions, the 10Ni/gamma-Al2O3 and 10NiMn(4 : 1)/gamma-Al2O3 catalysts achieved the highest BAMF yields of 86.3% and 82.1%, respectively. The presence of well-dispersed MnOx on the gamma-Al2O3 support and its electron transfer effect with Ni particles contributed to the high efficiency and recyclability of the 10NiMn(4 : 1)/gamma-Al2O3 catalyst.
Article
Chemistry, Multidisciplinary
Jing Wang, Wenji Wang, Xiongyu Yang, Jingwen Liu, Haizhou Huang, Mingxin Chang
Summary: In this study, a practical homogeneous direct reductive amination (DRA) procedure using iridium catalysis was reported. The reaction conditions were mild and additive-free, allowing for the formation of structurally and functionally diverse amine products, including drugs and compounds from late-stage manipulation. DFT studies revealed that the reaction proceeds via an outer-sphere H-addition pathway with important roles played by pi-pi interactions and H-bonding.
SCIENCE CHINA-CHEMISTRY
(2023)
Article
Chemistry, Physical
Xiuzheng Zhuang, Jianguo Liu, Longlong Ma
Summary: This study developed two sustainable routes for preparing hydrochar-supported catalysts and evaluated their catalytic performance in reductive amination. The catalysts prepared by the impregnation method showed better activity and selectivity, converting benzaldehyde to benzylamine with a high yield. Moreover, these catalysts could be conveniently recycled using a magnetic bar and maintained good catalytic activity after multiple reuses.
GREEN ENERGY & ENVIRONMENT
(2023)
Article
Chemistry, Physical
Robin Coeck, Jittima Meeprasert, Guanna Li, Thomas Altantzis, Sara Bals, Evgeny A. Pidko, Dirk E. De Vos
Summary: A heterogeneous catalytic system was developed for the reductive amination of benzoic acid and its derivatives, using minimal noble metal catalysts and simple reactants, achieving up to 92% yield of benzylamine. The catalysts are bifunctional, with the support catalyzing dehydration reactions and the metal-support interface promoting hydrogenation reactions.
Article
Chemistry, Multidisciplinary
Soumyadeep Chakrabortty, Shasha Zheng, Fabian Kallmeier, Eszter Barath, Sergey Tin, Johannes G. de Vries
Summary: A readily available chiral Ru/bisphosphine catalyst was used to achieve the direct asymmetric reductive amination of bio-based levulinic acid (LA) to produce enantioenriched 5-methylpyrrolidinone with excellent enantioselectivity (up to 96% ee) and high isolated yield (up to 89%). Methyl levulinate (ML), a byproduct from the industrial production of 2,5-furandicarboxylic acid (FDCA), can be used as a substitute for LA with similar reactivity and selectivity. Mass spectrometry and isotope labelling studies suggest that the chiral lactam is formed through imine-enamine tautomerization/cyclization followed by asymmetric hydrogenation of the cyclic enamide.
Article
Chemistry, Multidisciplinary
Matthieu Jouffroy, Thi-Mo Nguyen, Marie Cordier, Marielle Blot, Thierry Roisnel, Rafael Gramage-Doria
Summary: Direct reductive amination (DRA) is a widely used reaction in organic chemistry, aiming to convert carbonyl groups and amines into aminated compounds. The conventional method involves the use of a super stoichiometric amount of hazardous hydride reagents, which is incompatible with many sensitive functional groups. This study presents a new DRA method using iridium catalysis, overcoming the limitation of ketones with 2 degrees amines.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Review
Chemistry, Organic
Jisna Jose, Elizabeth J. Diana, U. S. Kanchana, Thomas V. Mathew
Summary: Reductive amination is a valuable method for amine synthesis, which has been extensively studied in both academia and industry for a century. Amines and their derivatives are versatile building blocks for various organic substrates and play a significant role in the production of advanced chemicals, pharmaceuticals, polymers, and more. The development of innovative catalytic processes for the selective and sustainable synthesis of amines from readily available and environmentally friendly reagents remains a major focus in chemical research. Ruthenium catalysts have shown excellent performance in reductive amination due to their stability, selectivity, versatility, low toxicity, and high efficiency. This review provides a comprehensive overview of Ru-catalyzed reductive amination processes, covering the literature from 2009 to 2022.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Physical
Venu Boosa, Shirisha Varimalla, Mahesh Dumpalapally, Naresh Gutta, Vijay Kumar Velisoju, Narender Nama, Venugopal Akula
Summary: Cu(0)/H-ZSM-5 was identified as a chemoselective catalyst for the synthesis of pyrrolidones through reductive amination of levulinic acid in aqueous media at ambient pressure. The chemoselective nature of Cu was explained by interactions with surface Bronsted acid sites observed through infrared spectroscopic studies. Decrease in Si/Al ratio of the H-ZSM-5 resulted in increased reductive amination activity, with physicochemical characteristics of the catalysts analyzed by various methods to establish a structure-activity relationship.
APPLIED CATALYSIS B-ENVIRONMENTAL
(2021)
Article
Chemistry, Multidisciplinary
Yuan Gao, Zhijun Wang, Xinyu Zhang, Min Zhao, Shuai Zhang, Chao Wang, Liang Xu, Pengfei Li
Summary: In this study, novel chiral half-sandwich iridium catalysts were designed and synthesized, which enabled the preparation of a broad range of α-chiral (hetero)aryl amines with high yield and enantioselectivity. The optimized catalyst and azeotropic mixture of formic acid and triethylamine were used as the hydrogen source under mild and operationally simple conditions. This work introduced an effective chiral catalyst for the simplified synthesis of medicinally important chiral amines, and also provided a rare example of robust enantioselective transition-metal catalysis.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Organic
Macarena Martinez-Bailen, Camilla Matassini, Francesca Clemente, Cristina Faggi, Andrea Goti, Francesca Cardona
Summary: This study presents a novel stereoselective synthetic method for pentahydroxyazepaneiminosugars. The approach involves a crucial osmium-catalyzed aminohydroxylation reaction of allylic alcohols derived from the addition of vinylmagnesium bromide to a d-mannose-derived aldehyde. This reaction forms a new C-N bond with complete regio- and stereocontrol based on the tethering approach, followed by intramolecular reductive amination to obtain the desired azepanes. This is the first application of the osmium-catalyzed tethered aminohydroxylation reaction in the synthesis of iminosugars.
Article
Chemistry, Organic
P. Veeraraghavan Ramachandran, Shivani Choudhary, Aman Singh
Summary: The solvent-free reductive amination of aldehydes and ketones with aliphatic and aromatic amines in high-to-excellent yields was achieved using sub-stoichiometric trimethyl borate as a promoter and ammonia borane as a reductant.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Physical
Xiao Zhang, Jinping Zhao, Chunxia Che, Jiaheng Qin, Tongrui Wan, Fangkun Sun, Jiantai Ma, Yu Long
Summary: This study successfully achieved controllable highly selective reductive amination of carbonyl compounds through an economical and efficient method. Different types of amine compounds can be synthesized by regulating H2 pressure and ammonia concentration. The study also revealed the importance of the synergistic effect of the appropriate proportion of Ni-0/Ni2+ on selectivity.
JOURNAL OF CATALYSIS
(2022)
Article
Chemistry, Applied
Lei Tao, Qi Zhang, Shu-Shuang Li, Xiang Liu, Yong-Mei Liu, Yong Cao
ADVANCED SYNTHESIS & CATALYSIS
(2015)
Article
Chemistry, Applied
Shu-Shuang Li, Lei Tao, Fu-Ze-Rong Wang, Yong-Mei Liu, Yong Cao
ADVANCED SYNTHESIS & CATALYSIS
(2016)
Article
Chemistry, Physical
Lei Tao, Zi-Jian Wang, Tian-Hao Yan, Yong-Mei Liu, He-Yong He, Yong Cao
Article
Chemistry, Physical
Jian-Dong Lin, Qing-Yuan Bi, Lei Tao, Tao Jiang, Yong-Mei Liu, He-Yong He, Yong Cao, Yang-Dong Wang
Article
Chemistry, Multidisciplinary
Lei Tao, Tian-Hao Yan, Wenqin Li, Yi Zhao, Qi Zhang, Yong-Mei Liu, Mark M. Wright, Zhen-Hua Li, He-Yong He, Yong Cao
Review
Chemistry, Physical
Lei Tao, Insu Lee, Maricruz Sanchez-Sanchez
CATALYSIS SCIENCE & TECHNOLOGY
(2020)
Review
Chemistry, Physical
Li Shu-Shuang, Tao Lei, Zhang Qi, Liu Yong-Mei, Cao Yong
ACTA PHYSICO-CHIMICA SINICA
(2016)
Article
Chemistry, Multidisciplinary
Xuemei Liu, Chaonan Cui, Shuoshuo Wei, Jinyu Han, Xinli Zhu, Qingfeng Ge, Hua Wang
Summary: This study presents a new strategy for designing efficient photocatalysts that can convert CO2 into hydrocarbons by utilizing synergistic catalytic sites. The findings provide a solution for the selective photocatalytic reduction of CO2 to CH4.
Article
Chemistry, Multidisciplinary
Chengxian Hu, Dan Wang, Lu Wang, Ying Fu, Zhengyin Du
Summary: A novel one-pot, three-component reaction conducted under electrochemical conditions was studied. The reaction involved 2-aminothiophenols, aldehydes, and malononitrile, using TBABF4 as an electrolyte and CuI as a catalyst. The proposed reaction mechanism suggested that CuI served as an electron relay. This method offers simplified operation, high atom economy, and mild reaction conditions.
Article
Chemistry, Multidisciplinary
Zhi Yang, Yu Chen, Linxi Wan, Yuxiao Li, Dan Chen, Jianlin Tao, Pei Tang, Fen-Er Chen
Summary: A highly enantioselective method for the complete hydrogenation of pyrimidinium salts using Ir/(S,S)-f-Binaphane complex as the catalyst was developed. This method provides easy access to fully saturated chiral hexahydropyrimidines, which are prevalent in many bioactive molecules. The reactions exhibit high yields and enantioselectivities under mild reaction conditions without additives. Successful application of this methodology in a continuous flow fashion further extends its practical utility.
Article
Chemistry, Multidisciplinary
Tina Jeoh, Jennifer Danger Nill, Wujun Zhao, Sankar Raju Narayanasamy, Liang Chen, Hoi-Ying N. Holman
Summary: In this study, the enzymatic hydrolysis of cellulose was investigated using real-time infrared spectromicroscopy. The spatial heterogeneity of cellulose was found to impact the hydrolysis kinetics. Hydration affected cellulose ordering, and Cel7A preferentially removed less extensively hydrogen bonded cellulose.
Article
Chemistry, Multidisciplinary
Tiphaine Richard, Walid Abdallah, Xavier Trivelli, Mathieu Sauthier, Clement Dumont
Summary: An effective method of grafting functionalities onto lignin based on glycerol carbonate has been developed using an efficient nickel-catalysed telomerisation reaction. This method allows lignin to have new reactive functions and reduces the glass transition temperatures of modified lignins, thereby expanding the application range of lignin-based resins.
Article
Chemistry, Multidisciplinary
Jing Qi, Xiyan Wang, Gan Wang, Srinivas Reddy Dubbaka, Patrick ONeill, Hwee Ting Ang, Jie Wu
Summary: This study presents a green and environmentally friendly approach for the synthesis of imides using electrocatalytic oxidation with H2O as the oxygen source. The method eliminates the need for toxic or expensive oxidants and achieves high yields under mild reaction conditions. It shows broad substrate compatibility and potential for industrial applications.
Article
Chemistry, Multidisciplinary
Babasaheb Sopan Gore, Lin-Wei Pan, Jun-Hao Lin, Yi-Chi Luo, Jeh-Jeng Wang
Summary: Here, we report a visible light-promoted intramolecular radical cascade reaction for the construction of fluorenol and naphthalene-fused cyclopropyl carbaldehyde derivatives. This method offers mild reaction conditions, a broad substrate scope, excellent step efficiency, and scalability, without the need for external chemical oxidants. The novelty of this protocol was demonstrated by synthesizing chrysene analogs and performing late-stage functionalizations.
Article
Chemistry, Multidisciplinary
Juho Antti Sirvio, Idamaria Romakkaniemi, Juha Ahola, Svitlana Filonenko, Juha P. Heiskanen, Ari Ammala
Summary: This article discusses the method of using supramolecular interaction between an aromatic hydrogen bond donor and lignin to achieve rapid delignification of softwood at low temperatures.
Article
Chemistry, Multidisciplinary
Yunyan Meng, Chunxiang Pan, Na Liu, Hongjiang Li, Zixiu Liu, Yao Deng, Zixiang Wei, Jianbin Xu, Baomin Fan
Summary: A novel visible light-driven synthesis method for 2,3-diamines has been developed, which has mild conditions, avoids the use of metal reagents, and can synthesize diamines and diols in one pot.
Article
Chemistry, Multidisciplinary
Mingqing Huang, Haiyang Huang, Mengyao You, Xinxin Zhang, Longgen Sun, Chao Chen, Zhichao Mei, Ruchun Yang, Qiang Xiao
Summary: A direct air-oxidized strategy for the synthesis of benzo[b]phosphole oxides was developed in this study. Arylphosphine oxides were transformed into phosphinoyl radicals, which were further combined with various alkynes to achieve the desired products. DFT calculations revealed the mechanism of phosphinoyl radical formation.
Article
Chemistry, Multidisciplinary
Anwei Wang, Jiayin Huang, Chunsheng Zhao, Yu Fan, Junfeng Qian, Qun Chen, Mingyang He, Weiyou Zhou
Summary: This study demonstrates an innovative strategy for the aerobic oxidation of C(sp(3))-H bonds using gamma-valerolactone. By optimizing the reaction conditions and utilizing specific catalysts, efficient oxidation of C(sp(3))-H bonds is achieved with good chemoselectivity in certain cases.
Article
Chemistry, Multidisciplinary
Shun Li, Likai Tong, Zhijian Peng, Bo Zhang, Xiuli Fu
Summary: Sulfide compounds show promise as electrocatalysts for water splitting, but their performance is limited by factors such as limited active sites and hindered substance transport. This study successfully prepared a high-entropy sulfide (ZnCoMnFeAlMg)(9)S-8, which reduced grain size and increased specific surface area, enabling the realization of a dual-functional catalyst with multiple catalytic sites. High entropy also modulated the electronic properties of sulfides, reducing the potential energy barrier for hydrolysis. This research introduces a new approach for functionalizing high entropy nanomaterials and improves the performance of water splitting catalysts.
