Article
Chemistry, Multidisciplinary
Barry M. Trost, Guoting Zhang, Minghao Xu, Xiaotian Qi
Summary: A new bifunctional ligand with chiral NHC and prolinol moieties was introduced for asymmetric allylic alkylation reactions. The designed ligand facilitated the formation of various gamma-vinyl ketones with good regio- and enantio-selectivity using an in situ formed Cu/Zn hetero-bimetallic complex. Computational studies supported the role of ligand-substrate steric interactions in determining the stereoselective outcome.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Article
Chemistry, Organic
John-Paul R. Marrazzo, Allen Chao, Yajun Li, Fraser F. Fleming
Summary: A copper iodide-Pyox complex catalyzes the first conjugate addition of diverse sulfur, nitrogen, and carbon nucleophiles to isocyanoalkenes, generating metalated isocyanoalkanes for SNi displacements. This provides a rapid route to a series of functionalized, cyclic isocyanoalkanes, laying a foundation for catalytic reactions maintaining the isocyanide group.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Nolan C. Turman, Kendrick L. Smith, Evan T. Crawford, Jacob G. Robins, Kathryn M. Weber, Shubin Liu, Jeffrey S. Johnson
Summary: Rhodium complexes catalyze the three-component coupling reaction, producing products with stereochemical diversity. The involvement of Rh-alkoxides in the Brook rearrangement has been confirmed. Furthermore, enantioselective products were obtained using chiral Rh-catalysts, with the best selectivity achieved using a specific ligand. The results of this study are of great significance for the synthesis of complex organic compounds.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Organic
Yanlei Hu, Lingfei Hu, Han Gao, Xiangying Lv, Yan-Bo Wu, Gang Lu
Summary: The mechanism and origin of regioselectivity in Cu-catalyzed 1,2-hydrocarboxylation of 1,3-dienes with CO2 were investigated computationally. The results indicate that CO2 acts not only as a carboxylation reagent, but also plays a critical role in the formation of the key allyl copper intermediate. Energy decomposition analysis reveals that Pauli repulsion is the dominant factor controlling the regioselectivity of Cu-Bpin additions with 1,3-dienes.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Multidisciplinary Sciences
Bram B. C. Peters, Jia Zheng, Norman Birke, Thishana Singh, Pher G. Andersson
Summary: The authors developed a general iridium-catalyzed enantioconvergent hydrogenation method for a broad range of functionalized trisubstituted olefins. This method allows for efficient introduction of chirality into non-chiral substrates. The significance of this method lies in its ability to hydrogenate both isomerically pure alkenes and mixtures to yield the same major enantiomer in excellent enantiomeric excess, which is unusual in transition-metal catalyzed asymmetric hydrogenations.
NATURE COMMUNICATIONS
(2022)
Article
Chemistry, Multidisciplinary
Carsten Mueller, Joshua Warken, Volker Huch, Bernd Morgenstern, Inga-Alexandra Bischoff, Michael Zimmer, Andre Schaefer
Summary: The transmetalation of magnesocenes can be used to synthesize metalocenes from different groups, showing novel coordination chemistry properties.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Organic
Jia-Yin Wang, Guigen Li, Wen-Juan Hao, Bo Jiang
Summary: A new asymmetric catalytic conjugate reduction method has been established for synthesizing enantioenriched cyclobuta[a]-naphthalen-4(2H)-ones using copper-bisphosphine complexes as catalysts, providing excellent regio- and enantioselectivities. This protocol is tolerant to a broad scope of substrates, exhibits high compatibility with various substituents, and offers excellent stereoselectivity.
Review
Chemistry, Multidisciplinary
Eszter Fazekas, Phoebe A. Lowy, Maisarah Abdul Rahman, Anna Lykkeberg, Yali Zhou, Raju Chambenahalli, Jennifer A. Garden
Summary: This review focuses on efficient polymerization catalysts based on main group metals such as Group 1, Group 2, Zn, and Group 13. Key mechanisms and catalyst developments, including ligand design, heterometallic cooperativity, bicomponent systems, and selective polymerization conditions, are discussed.
CHEMICAL SOCIETY REVIEWS
(2022)
Article
Chemistry, Multidisciplinary
Yu-Jun Bai, Xue-Ying Wang, Si-Kai Zhu, Xiao-Hui Zheng, Sheng-Yong Zhang, Ping-An Wang
Summary: A highly chiral cyclopropenimine-catalyzed enantioselective Michael addition between benzophenone-imine of glycine esters and beta-substituted alpha,beta-unsaturated pyrazolamides has been realized to afford Michael adducts in up to 95% yield and 99% ee.
NEW JOURNAL OF CHEMISTRY
(2023)
Article
Chemistry, Organic
Bo-Wei Zhao, Liu Yang, Cheng-Yu Long, Han-Lu Li, Yu-Ting He, Xue-Qiang Wang
Summary: In this study, a Ni-catalyzed coupling strategy for the synthesis of diphenic acid derivatives was developed, and these acids were then used in the synthesis of Pt(II) agents.
Review
Chemistry, Organic
Helene Pellissier
Summary: This review provides an overview of the recent developments in enantioselective nickel-catalyzed conjugate additions of various nucleophiles to acceptor-activated olefins since 2016. These reactions offer powerful and cost-effective methodologies for stereocontrolled formation of carbon-carbon and carbon-heteroatom bonds due to the lower costs of nickel catalysts compared to other transition metals. When utilized in domino reactions, these processes enable direct access to a variety of complex and functionalized chiral molecules.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Chemistry, Inorganic & Nuclear
Tereza Edlova, Adrien T. Normand, Helene Cattey, Stephane Brandes, Yue Wu, Ariana Antonangelo, Benjamin Theron, Quentin Bonnin, Mariolino Carta, Pierre Le Gendre
Summary: Four cationic amidotitanocene complexes were synthesised and undergo Ti-N bond homolysis under visible light irradiation. Complexes 1a-c catalyse the polymerisation of phenylsilane to yield branched polysilane polymers with controlled molecular weights and dispersity indexes. Previously reported Group 4 cationic amidometallocene complexes were tested in the hydrosilylation reaction, with IIa showing higher selectivity and activity.
Article
Chemistry, Multidisciplinary
Shun Sakurai, Tetsuya Inagaki, Takuya Kodama, Masahiro Yamanaka, Mamoru Tobisu
Summary: This study demonstrates that acylsilanes can serve as a source of electron-rich carbenes under palladium catalysis, enabling the cyclopropanation of alkenes. This new reactivity profile provides a valuable method for accessing elaborate beta-functionalized ketones.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Multidisciplinary
Johannes Karges, Miriam A. Giardini, Olivier Blacque, Brendon Woodworth, Jair L. Siqueira-Neto, Seth M. Cohen
Summary: Functionalized Re(i) tricarbonyl complexes were synthesized and found to inhibit the activity of the SARS-CoV-2 main protease, presenting a potential antiviral strategy.
Article
Chemistry, Multidisciplinary
Oleksandr Kysliak, Helmar Goerls, Robert Kretschmer
Summary: This study presents the synthesis and characterization of a room-temperature-stable compound with two separated two-coordinated gallium(I) centers. The compound displays enhanced reactivity compared to its mononuclear counterpart due to bimetallic cooperativity. Two mechanistic scenarios of the cooperative bond activation have been identified through computational calculations.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)