Article
Chemistry, Organic
Zhi-Yun Liu, Silas P. Cook
Summary: This study presents a light-driven, copper-mediated trifluoromethylation of O-alkyl thiocarbonates, which exhibits broad functional group tolerance and offers an alternative method for trifluoromethylation. A radical organometallic mechanism is proposed in this work.
Article
Chemistry, Multidisciplinary
Tanno A. Schmidt, Christof Sparr
Summary: This study demonstrates that direct catalyst control through a stereoselective Barton-Kellogg olefination can achieve enantio- and diastereocontrol for various bistricyclic aromatic enes. The use of Rh-2(S-PTAD)(4) as catalyst and distinct thiirane reductions leads to complete stereodivergence, providing all four stereoisomers.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Applied
Le Anh Nguyen, Thi Thu Tram Nguyen, Quoc Anh Ngo, Thanh Binh Nguyen
Summary: We report the catalytic activity of elemental sulfur in the oxidative condensation reaction, which can efficiently synthesizes a variety of quinoxaline compounds.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Chemistry, Applied
Irene Martin, Cristina Aragoncillo, Pedro Almendros
Summary: This research has achieved a selective palladium-catalyzed reaction sequence, leading to the synthesis of novel 2-iodo-1-aryl-9H-carbazoles. The observed formation of 2-iodocarbazoles in contrast to gold catalysis suggests a metal-controlled cyclization through chemo- and regioselective alkyl migration and iodonium migration.
ADVANCED SYNTHESIS & CATALYSIS
(2021)
Article
Chemistry, Organic
Yu-Xi Wang, Xi Wang, Jing-Hang Li, Hua-Qing Xiao, Zhi-Bing Dong
Summary: A simple and efficient method for synthesizing C-S bonds was established based on the Chan-Lam reaction. By using odorless sulfur sources and commercially available substrates catalyzed by Cu(OAc)(2), a series of target products were obtained in good yields with good functional group tolerance and chemo-selectivity.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Multidisciplinary Sciences
Qian Wan, Chao Zheng, Yao-Feng Yuan, Shu-Li You
Summary: An asymmetric interrupted Barton-Zard reaction was reported for the synthesis of biologically active imidazo[1,2-a]pyridine derivatives with high yields and stereoselectivities. The catalytic system displayed remarkable reactivity, and the synthetic potential of the method was showcased by versatile transformations of the product.
Article
Chemistry, Physical
Shanyong Chen, Shiyan Wang, Panpan Hao, Muhong Li, Yu Zhang, Jia Guo, Weiping Ding, Min Liu, Jinlan Wang, Xuefeng Guo
Summary: This study presents the design of a high-performance and stable electrocatalyst, utilizing IrNi nanoparticles confined in N,O-C nanocages to provide proton adsorption functionality, resulting in accelerated kinetics of hydrogen evolution reaction. The IrNi@N,O-C catalyst exhibits superior performance compared to other reported Ir-based catalysts, with low overpotential, high mass activity, and excellent durability.
APPLIED CATALYSIS B-ENVIRONMENTAL
(2022)
Article
Chemistry, Multidisciplinary
Ling Yang, Dong-Hang Tan, Wen-Xin Fan, Xu-Ge Liu, Jia-Qiang Wu, Zhi-Shu Huang, Qingjiang Li, Honggen Wang
Summary: A new method was proposed utilizing benzyl N-methyliminodiacetyl (MIDA) boronates for photochemical radical C-H halogenation, enabling successful fluorination, chlorination, and bromination reactions. The resulting brominated product could be further transformed into a variety of organic compounds, including those difficult to form with alpha-halo sp(2)-B boronate esters, by reaction with different nucleophiles. An activation effect of the B(MIDA) moiety was discovered.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Arjun Vijeta, Carla Casadevall, Souvik Roy, Erwin Reisner
Summary: Ni-deposited mesoporous graphitic carbon nitride (Ni-mpg-CNx) is introduced as an inexpensive, robust, easily synthesizable and recyclable material that functions as an integrated dual photocatalytic system. It overcomes the limitations of traditional reactions by providing new opportunities for dual catalysis.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Qian Wan, Jia-Hao Xie, Chao Zheng, Yao-Feng Yuan, Shu-Li You
Summary: In this study, a catalytic asymmetric dearomatization reaction of electron-deficient heteroarenes with alpha-substituted isocyanoacetates was reported, leading to a range of optically active pyrrolo[3,4-b]indole derivatives. The reaction yielded good results with high stereoselectivities, using a catalytic system consisting of a cinchona-derived amino-phosphine and silver oxide. This method features wide substrate scope, mild conditions, and provides a new strategy for developing asymmetric dearomatization reactions.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Organic
Abhilash Sharma, Hemanta Hazarika, Pranjal Gogoi
Summary: In recent years, o-quinone methides and o-quinone sulfides have been widely recognized as reactive intermediates in the synthesis of diversely functionalized ortho-disubstituted arenes and heterocycles. This synopsis provides a comprehensive overview on the potential applications of these compounds in the one-pot synthesis of ortho-disubstituted arenes and heterocycles via arynes, highlighting their importance in organic synthesis.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Jed M. Burns, Timothy Clark, Craig M. Williams
Summary: The study investigated the Barton-Kellogg reaction on various substrates, revealing factors influencing product selectivity and reaction rate, providing valuable insights for experimentalists.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Physical
Xiaodong Ma, Guozhu Zhang
Summary: This study describes a copper-catalyzed, highly enantioselective alkyl and aryl/azolation of alkenes, where the use of a specific chiral ligand plays a crucial role in the success of the chemistry. Anionic tridentate ligands are employed to enhance the reducibility of copper complexes, facilitating the generation of alkyl/aryl radicals and providing good enantiocontrol in the azolation. The three-component coupling reactions have mild reaction conditions and can tolerate a broad range of functional groups, allowing for the straightforward introduction of valuable azole functionalities into complex molecular systems through direct C-H functionalization.
Article
Chemistry, Organic
Fuyang Yue, Jianyang Dong, Yuxiu Liu, Qingmin Wang
Summary: Here we describe a mild and general protocol for the alkylation of 4-alkyl-1,4-dihydropyridines with alkenyl sulfones under visible light. The method allows for efficient functionalization of sulfones with a wide range of alkyl groups and can be scaled to gram levels. Its excellent tolerance to functional groups and mild conditions make it suitable for late-stage functionalization of natural products and drug molecules.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Sudip Baguli, Subham Sarkar, Soumajit Nath, Dibyendu Mallick, Debabrata Mukherjee
Summary: In this study, two thermally stable azomethine ylides were isolated, and it was found that they formed N-picoCAAC-CuCl complexes when reacted with CuCl. Computational analysis revealed that the pendant Npy and the softer nature of Cu(I) played crucial roles in this reaction. The resulting complexes can be used as highly active Rh(I) catalysts.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Jonay Gonzalez, Pablo Sevilla, Guillem Gabarro-Riera, Jesus Jover, Jorge Echeverria, Sara Fuertes, Ana Arauzo, Elena Bartolome, E. Carolina Sanudo
Summary: This study reported the microwave assisted synthesis of a bidimensional (2D) metal–organic framework (MOF). The material exhibits single-ion magnet behavior and can be exfoliated into stable nanosheets by sonication.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Marina Perez-Jimenez, Natalia Curado, Celia Maya, Jesus Campos, Jesus Jover, Santiago Alvarez, Ernesto Carmona
Summary: The reaction between LiAlH4 and complexes containing (H)Mo Mo cores results in the coordination of LiH molecules and the formation of Mo-H-Li three-center-two-electron bonds. The complexes exhibit a hydride-rich Mo6Li9H18 supramolecular organization that is stable and can withstand substitution of solvating molecules.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Chemistry, Multidisciplinary
Juanjo Cabezas-Gimenez, Vanesa Lillo, Jose Luis Nunez-Rico, M. Nieves Corella-Ochoa, Jesus Jover, Jose Ramon Galan-Mascaros, Anton Vidal-Ferran
Summary: TAMOF-1, a homochiral metal-organic framework (MOF) constructed from an amino acid derivative and Cu(II), was investigated as a heterogeneous catalyst in kinetic resolutions involving the ring opening of styrene oxide with a set of anilines. The results showed that TAMOF-1 exhibited potential applications in the reaction of epoxides with anilines, with the capability of maintaining catalytic activity through multiple cycles. Additionally, TAMOF-1 was found to enhance enantioselectivity in the ring opening reaction of styrene oxide and promote the formation of various isomeric products.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Multidisciplinary
James A. R. Tilden, Anneke T. Lubben, Shaun B. Reeksting, Gabriele Kociok-Kohn, Christopher G. Frost
Summary: Selective bioconjugation remains a significant challenge for synthetic chemists due to the high degree of functionality and stringent reaction conditions of biomolecules. This study reports the preparation of Pd(II) complexes for cysteine bioconjugation via a facile C-H activation process. These complexes demonstrate competitive bioconjugation efficiency and are synthesized using user-friendly methods and common Pd(II) sources, making them more cost-effective. Furthermore, these complexes do not require isolation and achieve high conversion efficiency and selectivity of a model peptide. They also show the ability to selectively arylate a single surface cysteine residue on a model protein substrate, further highlighting their utility.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Article
Chemistry, Multidisciplinary
Estefania del Horno, Jesus Jover, Miguel Mena, Adrian Perez-Redondo, Carlos Yelamos
Summary: Low-valent titanium species were prepared by reacting [TiCp*X-3] with LiEH4 or BH3(thf), and their structures were elucidated using experimental and theoretical methods. The compounds can be described as either titanium(II) or titanium(III) species, with specific molecular structures and interactions between the Ti-Ti bond and the Al atoms.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Article
Chemistry, Organic
Jorge Echeverria, Jesus Jover
Summary: The report explores a potential method based on a hydroboration/copper-catalyzed carboxylation reaction sequence to synthetically access fluorinated carboxylic acids. DFT calculations support the possibility of obtaining these compounds from simple fluorinated alkenes and gaseous carbon dioxide. This paves the way for the future preparation of this class of chemicals.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Inorganic & Nuclear
Miguel A. Gonzalvez, Paul Bernhardt, Merce Font-Bardia, Albert Gallen, Jesus Jover, Montserrat Ferrer, Manuel Martinez
Summary: A series of alkali-metal inclusion complexes of a molecular cube have been successfully prepared through a redox-triggered self-assembly process. These complexes are highly stable and soluble in aqueous media, and show inertness to cation exchange while the size of the portal also plays a determining role in the exchange process.
INORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Sam A. Spring, Sean Goggins, Christopher G. Frost
Summary: A dual pseudo-enantiomer system was developed, where two asymmetric catalytic cycles could be selectively triggered to afford an enantioenriched product. The system showed high enantioselectivity in the reduction of prochiral ketone following external stimulation.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2022)
Article
Energy & Fuels
Dan Egesa, Pawel Plucinski
Summary: This study demonstrates for the first time the efficient extraction of lipids from magnetically separated microalgae, achieving high extraction efficiency through the use of ionic liquids. The study also shows successful recycling of the ionic liquids and magnetic nanoparticles, potentially reducing the processing cost of biofuels.
BIOMASS CONVERSION AND BIOREFINERY
(2022)
Article
Chemistry, Multidisciplinary
Estefania del Horno, Jesus Jover, Miguel Mena, Adrian Perez-Redondo, Carlos Yelamos
Summary: By reacting [TiCp*Cl-3] with magnesium, a trinuclear mixed-valence complex is formed, which can react with dinitrogen to produce a diamagnetic compound. The reaction process can potentially be used for cyclic ammonia synthesis under ambient conditions.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Inorganic & Nuclear
Oliver Loveday, Jesus Jover, Jorge Echeverria
Summary: In this study, the anion binding capabilities of perfluorinated polymercuramacrocycles were investigated using structural and computational analysis. The coordination preference of these cyclic systems towards specific Lewis bases, both anionic and neutral, were explored using the Cambridge Structural Database (CSD). Interaction energies with different electron-rich species were computed and further analyzed by energy decomposition analysis. Additionally, the natural resonance theory and natural bond orbital analyses were used to understand the key orbitals involved in the interaction and their impact on the final geometry of the adduct. Furthermore, a generalization of the findings using molecular orbital theory provided insights into the formation of the pseudo-octahedral second coordination sphere in linear Hg(II) complexes.
INORGANIC CHEMISTRY
(2022)
Article
Chemistry, Inorganic & Nuclear
Marina Perez-Jimenez, Jesus Campos, Jesus Jover, Santiago Alvarez, Ernesto Carmona
Summary: In this study, the coordination of E-C bonds (E = Zn, Mg, Al) to the Mo atoms of dimolybdenum complexes and the formation of dimolybdenum compounds through reactions with zincocenes were explored. The bonding mechanism of the reported H-Mo strictly equivalent to Mo-E-R rings was revealed through DFT calculations and NBO analysis.
Article
Chemistry, Physical
Francisco A. A. Gomez-Mudarra, Gabriel Aullon, Jesus Jover
Summary: The Cu-catalyzed Suzuki-Miyaura coupling between highly fluorinated aryl boronate esters and aryl iodides has been investigated using DFT calculations. The proposed reaction mechanism suggests that the rate-determining step is the oxidative addition of the aryl iodide to the copper catalyst. Computational studies on alternative reactions with different substituents provide a reaction barrier database that considers the electronic properties of various functional groups. Statistical learning techniques, specifically multi linear regression (MLR) modeling, reveal that both electron poor aryl boronate esters and aryl iodides result in lower reaction barriers. The combination of the reaction barrier database and MLR models allows for the generation of an electronic substrate map for estimating the reaction outcome in analogous Suzuki-Miyaura reactions between aryl boronate esters and iodobenzenes.
CATALYSIS SCIENCE & TECHNOLOGY
(2023)
Article
Chemistry, Inorganic & Nuclear
Adrian Calvo-Molina, Estefania del Horno, Jesus Jover, Adrian Perez-Redondo, Carlos Yelamos, Rosa Zapata
Summary: The synthesis, properties, and reactivity of monocyclopentadienyltitanium(III) complexes stabilized by hydridoborato (BH3R)(-) ligands are reported. The study reveals that different titanium complexes with varied structures and properties can be obtained under different reaction conditions.
Article
Chemistry, Inorganic & Nuclear
Guillem Gabarro-Riera, Jesus Jover, Juan Rubio Zuazo, Elena Bartolome, E. Carolina Sanudo
Summary: In this paper, a simple method for large area surface functionalization is reported, which enables the organized grafting of complex molecules. The effectiveness of the method is demonstrated using various techniques, and the magnetic properties and anisotropy of the grafted molecules are examined.
INORGANIC CHEMISTRY FRONTIERS
(2022)
