Article
Multidisciplinary Sciences
Ru Jiang, Lu Ding, Chao Zheng, Shu-Li You
Summary: The study introduces iridium-catalyzed asymmetric allylic substitution reactions that can preserve the Z-olefin geometries while establishing adjacent quaternary stereocenters. This method shows promise for the preparation of chiral Z-olefinic compounds.
Article
Chemistry, Organic
Haoxiang Zhang, Lin Guo, Chao Yang, Wujiong Xia
Summary: This article describes an electrochemical nickel catalyzed hydroarylation reaction of various alkynes. In this reaction, alkynes were coupled with aryl iodides by electrochemical Ni catalysis to obtain highly selective trans-olefins. The outstanding features of this protocol include mild reaction conditions, operational simplicity, and excellent functional group tolerance.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Shaofeng Li, Shijie Feng, Yali Zhou, Chao Liu, Bo Chen, Xiangyou Xing
Summary: Asymmetric olefin metathesis is a powerful strategy for stereocontrolled synthesis, and this study introduces a new series of cyclometalated stereogenic-at-Ru catalysts that enable highly efficient asymmetric ring opening/cross-metathesis (AROCM) and asymmetric ring-closing metathesis (ARCM) reactions. These catalysts can be easily accessed with either right-handed or left-handed configurations at the Ru center. The right-handed chiral Ru catalysts enable the synthesis of densely functionalized cyclopentanes with excellent stereo- and enantioselectivities, while the left-handed chiral Ru catalysts facilitate the production of cyclic ethers and amides with tertiary or quaternary carbon stereocenters with high enantioselectivities.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Review
Chemistry, Physical
Augustin Nouaille, Jan Lorkowski, Xavier Pannecoucke, Marc Mauduit, Thomas Poisson, Samuel Couve-Bonnaire
Summary: This article presents a review of the challenges in using fluoroalkenes in ring-closing metathesis and cross-metathesis, highlighting the major developments in this field in recent years.
Article
Chemistry, Physical
Seongwook Park, Seunghwan Byun, Huijeoung Ryu, Hyungwoo Hahm, Junseong Lee, Sukwon Hong
Summary: Novel ruthenium catalysts bearing azobenzene groups were developed for olefin metathesis reactions, demonstrating an on-off switching ability in ring-closing metathesis reactions depending on UV irradiation. Various types of olefin metathesis reactions, such as ring-opening metathesis, cross-metathesis, and ethenolysis, exhibited photoswitching phenomena. The reversible feature of photoswitching was confirmed by observing the photoisomerization of azobenzene-bearing cyclic(alkyl)(amino)carbene ligands and the corresponding ruthenium catalysts using UV-vis spectroscopy.
Article
Chemistry, Physical
Peng Ma, Jiaren Zhang, Xiaqian Wu, Jianhui Wang
Summary: Phosphine-free ruthenium benzylidene complexes with imidazole ligands have been reported. These catalysts are effective for high-temperature ring-closing metathesis (RCM) and cross-metathesis (CM) reactions, unlike the commonly used phosphine-containing N-heterocyclic carbene-based ruthenium catalysts which exhibit side reactions. This discovery paves the way for the development of more selective ruthenium metathesis catalysts for reactions requiring harsh conditions.
Article
Chemistry, Applied
Adrian Sytniczuk, Pawel Malecki, Anna Kajetanowicz, Karol Grela
Summary: The activity of new indenylidene complexes with two unsymmetrical N-heterocyclic carbene (NHC) ligands was investigated. They were found to be effective in both straightforward olefin metathesis reactions and more demanding processes.
APPLIED ORGANOMETALLIC CHEMISTRY
(2022)
Article
Chemistry, Physical
Christian O. Blanco, Deryn E. Fogg
Summary: Water has a significant impact on olefin metathesis, as it can react with catalysts and cause decomposition of the reaction intermediates. This poses a challenge for demanding reactions in water-rich environments, as metathesis is typically noncatalytic under these conditions.
Article
Chemistry, Physical
Ronald A. Farrar-Tobar, Stefan Weber, Zita Csendes, Antonio Ammaturo, Sarah Fleissner, Helmuth Hoffmann, Luis F. Veiros, Karl Kirchner
Summary: This study describes the selective semihydrogenation of alkynes using a Mn(I) alkyl catalyst, leading to good to excellent yields of E-alkenes. Mechanistic investigations reveal that the initially formed Z-isomer undergoes fast isomerization to the thermodynamically more stable E-isomer.
Article
Chemistry, Organic
Chengniu Wang, Jin Dong, Tingting Li, Xi Zhao, Dawei Xu
Summary: A palladium-catalyzed semihydrogenation of alkynes to E- and Z-alkenes using EtOH as the hydrogenating agent is reported. The selectivity of the reaction can be effectively controlled by the choice of ligand/additive and solvent. The use of specific ligand/additive and solvent in the reaction enables stereoselective semihydrogenation of alkynes, and the method demonstrates broad applicability in the synthesis of various alkenes.
SYNTHESIS-STUTTGART
(2022)
Article
Chemistry, Multidisciplinary
Noy B. Nechmad, Victoria Kobernik, Naziha Tarannam, Ravindra Phatake, Or Eivgi, Sebastian Kozuch, N. Gabriel Lemcoff
Summary: A novel catalyst Ru-S-CF3-I was synthesized with distinct activity and selectivity profiles for olefin metathesis reactions. The combination of photoisomerization and photochemical release of chloride ions allows for a wide scope of photoinduced olefin metathesis reactions.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Physical
Haoyu Wang, Haitao Yu, Dong Bai, Dan Yao, Yongjun Han, Yichao Shi, Zhiqun Wang
Summary: A ruthenium olefin metathesis catalyst (C1-H) with a novel NHC ligand tethered by an ethoxy-pyridyl arm was synthesized and compared with its methylated derivative (C1-Me). The study showed profound variations in initiation rate, kinetics, metathesis activity, and decomposition behavior between these two catalysts. The remote torsional strain was found to have a considerable influence on the catalytic activity and decomposition behavior of this ligand class.
JOURNAL OF CATALYSIS
(2023)
Article
Chemistry, Multidisciplinary
Alejandro Valiente, Pablo Martinez-Pardo, Gurpreet Kaur, Magnus J. Johansson, Belen Martin-Matute
Summary: This paper presents a method for the electrochemical semihydrogenation and semideuteration of alkynes to form Z-alkenes using nickel foam as a catalyst. The reaction demonstrated good yields and excellent stereoselectivities under mild conditions, showing versatility in substrates. The recyclability of the nickel foam electrocatalyst was up to 14 cycles without loss of catalytic properties.
Article
Chemistry, Multidisciplinary
Yan Xu, Quan Gan, Adrian E. Samkian, Jeong Hoon Ko, Robert H. Grubbs
Summary: The article describes an efficient Z-selective metathesis of various terminal acrylates and allyl alcohols, enabling the construction of high value-added α-oxygenated Z-olefins from readily available feedstock chemicals. These challenging metathesis transformations are achieved by novel cyclometalated Ru-carbene-nitrate complexes with bulky-yet-flexible side arms, unlocked by new organometallic syntheses.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Physical
Adam A. Rajkiewicz, Anna Kajetanowicz, Karol Grela
Summary: New ruthenium olefin metathesis catalysts containing N-heterocyclic carbene (NHC) connected by a linker tether to a benzylidene ligand have been studied. These polymeric catalysts exhibited slightly lower activity compared to structurally related nonpolymeric catalysts, but have been successfully used in a number of ring-closing metathesis reactions to produce various heterocyclic compounds, including biologically and pharmacologically related analogues.
Article
Chemistry, Multidisciplinary
Anupam Jana, Karol Grela
CHEMICAL COMMUNICATIONS
(2018)
Article
Chemistry, Multidisciplinary
Adrian Sytniczuk, Gwenael Forcher, Douglas B. Grotjahn, Karol Grela
CHEMISTRY-A EUROPEAN JOURNAL
(2018)
Article
Chemistry, Multidisciplinary
Phillip I. Jolly, Anna Marczyk, Pawel Malecki, Osman Ablialimov, Damian Trzybinski, Krzysztof Wozniak, Silvio Osella, Bartosz Trzaskowski, Karol Grela
CHEMISTRY-A EUROPEAN JOURNAL
(2018)
Article
Chemistry, Multidisciplinary
Manfred Karras, Michal Dabrowski, Radek Pohl, Jiri Rybacek, Jaroslav Vacek, Lucie Bednarova, Karol Grela, Ivo Stary, Irena G. Stara, Bernd Schmidt
CHEMISTRY-A EUROPEAN JOURNAL
(2018)
Article
Chemistry, Multidisciplinary
Adrian Sytniczuk, Agnieszka Leszczynska, Anna Kajetanowicz, Karol Grela
Article
Chemistry, Inorganic & Nuclear
Adam Zielinski, Grzegorz Szczepaniak, Roman Gajda, Krzysztof Wozniak, Bartosz Trzaskowski, Dragoslav Vidovic, Anna Kajetanowicz, Karol Grela
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
(2018)
Article
Chemistry, Inorganic & Nuclear
Anna Gawin, Eva Pump, Christian Slugovc, Anna Kajetanowicz, Karol Grela
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
(2018)
Article
Chemistry, Multidisciplinary
Grzegorz Szczepaniak, Anna Ruszczynska, Krzysztof Kosinski, Ewa Bulska, Karol Grela
Article
Chemistry, Physical
Anna Gawin, Pawel Malecki, Maciej Dranka, Janusz Zachara, Magdalena Skompska, Anna Kajetanowicz, Karol Grela
JOURNAL OF CATALYSIS
(2018)
Article
Chemistry, Organic
Grzegorz K. Zielinski, Jaroslawa Majtczak, Maciej Gutowski, Karol Grela
JOURNAL OF ORGANIC CHEMISTRY
(2018)
Article
Chemistry, Organic
Malina Michalska, Krzysztof Grudzien, Pawel Malecki, Karol Grela
Review
Chemistry, Organic
Nirmalya Mukherjee, Sebastian Planer, Karol Grela
ORGANIC CHEMISTRY FRONTIERS
(2018)
Article
Chemistry, Multidisciplinary
Michal Smolen, Wioletta Kosnik, Roman Gajda, Krzysztof Wozniak, Aleksandra Skoczen, Anna Kajetanowicz, Karol Grela
CHEMISTRY-A EUROPEAN JOURNAL
(2018)
Editorial Material
Chemistry, Organic
Karol Grela, Anna Kajetanowicz
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
(2019)
Article
Chemistry, Multidisciplinary
Anupam Jana, Damian Trzybinski, Krzysztof Wozniak, Karol Grela
CHEMISTRY-A EUROPEAN JOURNAL
(2018)