Article
Engineering, Environmental
Rajesh Rajendiran, Prem Kumar Seelam, Arunkumar Patchaiyappan, Putrakumar Balla, Harisingh Shankar, Balaga Ravi, Vijayanand Perupogu, Ulla Lassi
Summary: The shape and crystal facet structure of nanoparticles play a crucial role in their catalytic activity. This study synthesized silver nanoparticles with different shapes and facets and found that nanocubes with selective exposure of (100) facets exhibited higher catalytic activity.
CHEMICAL ENGINEERING JOURNAL
(2023)
Article
Chemistry, Organic
Mingyeong Jang, Taeho Lim, Byoung Yong Park, Min Su Han
Summary: This study presents a metal-free and highly chemoselective method for the reduction of aromatic nitro compounds, using tetrahydroxydiboron as the reductant. The reaction can be completed within 5 minutes at room temperature and selectively converts nitroarenes with sensitive functional groups into anilines.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Inorganic & Nuclear
Zeyu Shen, Lirui Hong, Baishu Zheng, Guanyu Wang, Beibei Zhang, Zhaoxu Wang, Feiyang Zhan, Shaohua Shen, Ruirui Yun
Summary: The Co/Ni bimetallic nanoparticle supported by nitrogen-doped porous carbon (NPC) showed high catalytic performance in hydrogenating nitro compounds into amines using hydrazine hydrate at mild conditions, thanks to the synergistic effects of the bimetal nanoparticles and the porous structure of NPC with more accessible active sites.
INORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Hai-Jun Zhang, Longrui Chen, Martins S. Oderinde, Jacob T. Edwards, Yu Kawamata, Phil S. Baran
Summary: The formation of aryl-alkyl ether bonds through cross coupling of alcohols with aryl halides using a Ni-catalyzed electrochemical method is a useful and operationally simple strategy with a broad substrate scope. This method does not require strong base or expensive transition metal catalysts, and can be easily scaled up in batch or flow settings. Additionally, e-etherification shows an enhanced substrate scope compared to the mechanistically related photochemical variant.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Organic
Wubing Yao, Jiali Wang, Yinpeng Lou, Haijian Wu, Xinxin Qi, Jianguo Yang, Aiguo Zhong
Summary: The study introduced a novel transition-metal-free strategy for chemoselective catalytic reduction of nitro scaffolds to valuable amine functions under mild reaction conditions, which can be readily applied to the preparation of commercially available pharmaceuticals.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Applied
Lei Cao, Syed Asad Abbas, Seo Hyeon Jeong, Dongho Seo, Ki Min Nam, Jin Kyoon Park
Summary: Selective reduction of nitro-containing arenes and heteroarenes was achieved using inexpensive NaBH4 as a hydrogen source and a newly developed Ni@N-C catalyst. The catalyst was obtained via a simple carbon coating process without the need for an external carbon source. A wide variety of nitro derivatives, including pharmaceutical molecules, were successfully reduced to the corresponding amines in yields ranging from 45% to 99%. The reactivity and selectivity of the nitro reduction were further enhanced by a continuous flow reaction system, resulting in gram-scale production of Osimertinib intermediate without any nickel metal contamination or silica gel chromatography purification.
ADVANCED SYNTHESIS & CATALYSIS
(2023)
Article
Chemistry, Multidisciplinary
Terry Shing-Bong Lou, Yu Kawamata, Tamara Ewing, Guillermo A. Correa-Otero, Michael R. Collins, Phil S. Baran
Summary: Simple access to aryl sulfinates from aryl iodides and bromides is achieved using an inexpensive Ni-electrocatalytic protocol. The reaction demonstrates broad scope, scalability, and use of a stock solution of simple SO2 as the sulfur source, and is compared to state-of-the-art Pd-based methods to highlight its limitations.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Environmental Sciences
Nursefa Zengin, Haydar Goksu, Fatih Sen
Summary: The chemoselective reduction of aromatic nitro compounds to amine derivatives was successfully achieved using commercially available BINAP.PdCl2 and NaBH4 as catalysts and hydrogen source in a H2O/MeOH mixture under ultrasonic conditions. The developed method exhibits high economic value and applicability for industrial settings, allowing for the selective hydrogenation of various nitroarene derivatives to aromatic primary amines with quantitative yields in a short period of time. The primary amines obtained were confirmed by 1H and 13C nuclear magnetic resonance spectroscopy.
Article
Chemistry, Organic
Hao-Ran Li, Xue-Yang Guo, Ming-Zhong Guo, Kui Liu, Li-Rong Wen, Ming Li, Lin-Bao Zhang
Summary: A straightforward electrochemical protocol for efficient hydrogenation of unsaturated C-C bonds has been reported. The method allows for the smooth generation of versatile 1,4-diketones under metal-free and external-reductant-free conditions. The tolerance of various functional groups and the successful scale-up experiments demonstrate the practicality and potential applications of this methodology. Furthermore, a range of heterocyclic compounds can be easily prepared through follow-up procedures of the 1,4-diketones. The study also presents the first report on the hydrogenation of alkenes using HFIP as the hydrogen donor.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
Article
Green & Sustainable Science & Technology
Wenda Kang, Lujie Li, Shuai Wu, Jiajie Yang, Hengjun Liu, Hongtao Yu, Zhangliang Li
Summary: Electrochemical technology effectively removes nitrate from recirculating aquaculture saltwater. An electrochemical filter with mesh electrodes was created to increase diffusion distance and counteract electrostatic repulsion. The filter achieved a nitrate concentration of 2.0 mg/L, meeting the water quality standard for aquatic mammals in aquariums.
JOURNAL OF CLEANER PRODUCTION
(2023)
Article
Chemistry, Multidisciplinary
Yu Kawamata, Kyohei Hayashi, Ethan Carlson, Shobin Shaji, Dirk Waldmann, Bryan J. Simmons, Jacob T. Edwards, Christoph W. Zapf, Masato Saito, Phil S. Baran
Summary: This study demonstrates the use of a square waveform to deliver rapid alternating polarity electric current for controlling the chemoselective reduction of carbonyl compounds, showing synthetic value in classic reactivity problems like chiral auxiliary removal and cutting-edge medicinal chemistry topics such as the synthesis of PROTACs.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Chemistry, Physical
Qicheng Zhang, Danyun Xu, An Cai, Xuewen Hu, Xinzhe Li, Wenchao Peng, Yang Li, Fengbao Zhang, Xiaobin Fan
Summary: In this study, a dual-active site catalyst was designed to overcome the trade-off between activity and selectivity in MoS2-based catalysis. By using single-atom Pt as active hydrogen-donating sites, the reaction rate and selectivity were greatly improved.
Article
Chemistry, Multidisciplinary
Kyohei Hayashi, Jeremy Griffin, Kaid C. Harper, Yu Kawamata, Phil S. Baran
Summary: This study reveals a simpler method for reduction reactions by altering the waveform of current delivery. The method can be performed in a protic solvent without the need for metal additives or stringent anhydrous conditions.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Organic
Om Prakash, Bhawana Jangir, Vivek Srivastava
Summary: In this study, we successfully synthesized four types of ionic liquid-mediated Pd nanocatalysts and characterized them using various physiochemical analysis techniques. The ILPdNPs-4 catalytic system exhibited well-dispersed and fine Pd nanoparticles. This catalytic system showed high efficiency in reducing compounds with nitro groups and played a significant role in the synthesis of important starting materials.
LETTERS IN ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Physical
Bing Zhang, Xueying Guo, Lei Tao, Ruolin Li, Zhenyang Lin, Wanxiang Zhao
Summary: The deoxygenative reduction of 1,3-diketones using a rhodium-catalyzed method exhibits high regioselectivity toward aliphatic carbonyl reduction, good functional group tolerance, and potential in the late-stage modification and synthesis of natural products and pharmaceutical skeletons. Preliminary mechanistic studies suggest a lower energy barrier for aliphatic C = O insertion, explaining the high regioselectivity observed in this reduction.