Article
Chemistry, Multidisciplinary
Sopon Butcha, Veronique Lapeyre, Chularat Wattanakit, Alexander Kuhn
Summary: In modern chemistry, chiral (electro)catalysis is a crucial strategy for producing enantiomerically pure compounds. However, uncontrollable stereochemistry due to side reactions remains a challenge for chiral catalysis. This study proposes a synergetic combination of two strategies: the design of mesoporous Pt films with chiral recognition sites, and the controlled formation of a self-assembled monolayer. By selectively functionalizing the electrode's surface with a monolayer of organosulfur ligands, undesired side reactions are significantly suppressed, leading to an increase in enantiomeric excess to over 90% in the context of enantioselective electrosynthesis. This strategy also greatly reduces the total reaction time. Overall, this study opens up promising possibilities for the development of heterogeneous enantioselective electrocatalysis strategies.
Article
Chemistry, Physical
Rebecca T. Ruck, Neil A. Strotman, Shane W. Krska
Summary: The Catalysis Laboratory at Merck was established in 2002 with the aim of discovering and developing asymmetric hydrogenation transformations for use in the company's projects. Over the past 20 years, not only has this goal been achieved, but numerous catalytic technologies have also emerged from this group. The successes achieved locally have led to further investments in catalytic manifolds and other enabling technologies in both industry and academia.
Article
Chemistry, Organic
Zaneta Papadopulu, Martin Oestreich
Summary: A method for the nonenzymatic kinetic resolution of sterically congested alcohols with a quaternary carbon atom in the beta-position is reported, using the catalyst system CuCl/NaOtBu/(R,R)-Ph-BPE together with a 3,5-xylyl-substituted tertiary hydrosilane to achieve enantioselective silylation of the hydroxy group. Several alcohols are obtained with good to excellent selectivity factors, and there are currently no other known straightforward methods to access these motifs.
Article
Chemistry, Multidisciplinary
Peng Lu, Hongliang Wang, Yihui Mao, Xin Hong, Zhan Lu
Summary: Investigation on asymmetric hydrogenation of olefins is vital for the synthesis of pharmaceutical molecules and chemical industry. A cobalt-catalyzed enantioconvergent hydrogenation method has been developed for common minimally functionalized E/Z-olefin mixtures.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Multidisciplinary
Florian Bourriquen, Julien Hervochon, Ruiyang Qu, Stephan Bartling, Nils Rockstroh, Kathrin Junge, Cedric Fischmeister, Matthias Beller
Summary: A convenient and practical diastereoselective cis-hydrogenation method for multi-substituted pyridines and arenes was reported. The use of a novel heterogeneous ruthenium catalyst resulted in high yields (typically >80%) of corresponding piperidines and cyclohexanes with good functional group tolerance under mild conditions. The robust ruthenium supported catalyst can be easily prepared and reused multiple times without loss of activity.
CHEMICAL COMMUNICATIONS
(2022)
Article
Chemistry, Multidisciplinary
Zhicong Tang, Gang Hong, Jian Chen, Ting Huang, Zichao Zhou, Limin Wang
Summary: A solvent-tuned electrochemical protocol for the selective transfer hydrogenation of imidazopyridines using carbazates as hydrogen donors has been developed, providing a more sustainable and greener way to access partially saturated N-heterocycles by avoiding traditionally employed transition metal catalysts and high-pressure hydrogen. This method is scalable and applicable to late-stage functionalization of complex molecules.
Article
Chemistry, Organic
Teng Long, Ya-Li Zeng, Zhi-Hong Dong, Shu Li, Jie Zhan, Sheng-Min Zeng, Jia-Li Qiu, Wen-Dao Chu, Quan-Zhong Liu
Summary: A nickel-catalyzed three-component alkylarylation reaction using alkenyl N-heteroarenes, alpha-bromocarboxylates, and aryl boronic acids has been developed. It provides a new strategy for the synthesis of N-heteroarene substituted diarylalkanes with moderate to good yields. The reaction conditions are mild and the catalyst is cheap, making it a practical and efficient method for accessing various alkylaryl compounds.
Article
Chemistry, Multidisciplinary
Bon Seung Goo, Kyungrok Ham, Yeji Han, Seunghoon Lee, Hayoon Jung, Yongmin Kwon, Youngmin Kim, Jong Wook Hong, Sang Woo Han
Summary: This study developed a novel approach to investigate the intrinsic catalytic reactivity of edge and terrace atoms in nanocrystal catalysts. By comparing the catalytic behaviors of edge-covered Pd NCs with those of pristine Pd NCs, researchers successfully decoupled the activity of edge and {110}-plane atoms.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Bon Seung Goo, Kyungrok Ham, Yeji Han, Seunghoon Lee, Hayoon Jung, Yongmin Kwon, Youngmin Kim, Jong Wook Hong, Sang Woo Han
Summary: This study successfully decouples the activity of the edge and {110}-plane atoms of Pd NCs by comparing the catalytic behaviors of edge-covered Pd NCs with pristine Pd NCs, providing a new method for more precise examination of the surface properties of various NC catalysts.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Organic
Qi Li, Zi-Lu Wang, Huan-Xuan Lu, Yun-He Xu
Summary: A copper-catalyzed 1,4-protosilylation of alpha-alkynyl-enones has been developed to prepare functionalized chiral homoallenylsilanes with a contiguous stereogenic center and axis, showing good yields and excellent enantioselectivities and diastereoselectivities.
Review
Engineering, Environmental
Collins Antwi Boasiako, Zhe Zhou, Xiangchen Huo, Tao Ye
Summary: Pd-based catalytic hydrogenation for nitrate decontamination has been extensively researched over the past 30 years, leading to new understandings of reaction mechanisms and the development of improved catalysts. However, technical and economic challenges still hinder large-scale implementation. In this review, we summarize reaction pathways, examine synthesis methods for Pd-based catalysts, introduce alternative hydrogen carriers and cost-effective metal catalysts, and emphasize the significance of hybrid catalytic systems for sustainable nitrate treatment. Future research needs are proposed to produce catalysts with industrial relevance.
JOURNAL OF HAZARDOUS MATERIALS
(2023)
Article
Chemistry, Physical
Xin Tao, Bing Nan, Yunan Li, Meng Du, Ling-ling Guo, Chen Tian, Luozhen Jiang, Lu Shen, Nannan Sun, Li-Na Li
Summary: Selective hydrogenation of acetylene to ethylene is achieved using a highly efficient Pd/MgO catalyst loaded with ultralow levels of palladium. Palladium single-atom catalysts show excellent catalytic performance with the highest ethylene selectivity of 82%.
ACS APPLIED ENERGY MATERIALS
(2022)
Article
Chemistry, Multidisciplinary
Wei Zhao, Wenji Wang, Huan Zhou, Qishan Liu, Zhiqing Ma, Haizhou Huang, Mingxin Chang
Summary: A one-pot asymmetric hydrogenation of pyridines with subsequent N-alkylation using a traceless Bronsted acid activation strategy is reported. The reaction exhibits high stereoselectivity and can be used to synthesize indolizidines and quinolizidines. Experimental and theoretical studies reveal that chloride anion and noncovalent interactions play important roles in determining the stereoselectivity of the reaction.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Physical
Ashis Das, Luca Buzzetti, Mikus Purins, Jerome Waser
Summary: In this study, we report an enantioselective palladium-catalyzed reaction, which utilizes a trifluoroacetaldehyde-derived tether to react with propargylic amines, generating chiral oxazolidines. Through diastereoselective hydrogenation using a heterogeneous palladium catalyst, protected benzylic amino alcohols can be obtained with yields of 45-87% and enantiomeric excess (ee) values of 84-94%. A catalytic amount of aryl iodide is required for the hydroalkoxylation of alkynes, highlighting the important role of a putative Pd(II)/ArI oxidative addition complex in promoting the oxypalladation/protodemetalation reaction.
Article
Chemistry, Inorganic & Nuclear
Yohei Takashima, Seiko Tetsusashi, Mai Takano, Shintaro Tanaka, Yui Murakami, Takaaki Tsuruoka, Kensuke Akamatsu
Summary: In this study, we demonstrated the direct synthesis of sodium dihydrogen phosphate (PA) containing palladium nanoparticles (PdNPs) supported on a metal-organic framework (MOF). The resulting composite containing PA molecules coexisting with PdNPs demonstrated improved hydrogenation catalytic performance compared to the composites without PA.
DALTON TRANSACTIONS
(2023)
Article
Chemistry, Organic
Geeta Devi Yadav, Pooja Chaudhary, Balaram Pani, Surendra Singh
Summary: Chiral transition metal complexes with privileged ligands are efficient catalysts for various asymmetric organic transformations. Transition metal complexes of C1-symmetric pyrrolidine-based ligands have been widely used in asymmetric organic reactions. However, a comprehensive review article on the transition metal complexes of chiral C1-symmetric pyrrolidine-based ligands derived from (L)-proline has not been published.
TETRAHEDRON LETTERS
(2024)
