Article
Chemistry, Applied
R. Justin Grams, Monsurat M. Lawal, Connor Szwetkowski, Daniel Foster, Carol Ann Rosenblum, Carla Slebodnick, Valerie Vaissier Welborn, Webster L. Santos
Summary: A chemoselective, phosphine-catalyzed semireduction of primary and secondary propiolamides was reported, leading to the synthesis of acrylamides with excellent yield and (E)-stereoselectivity. The reaction tolerates various functional groups and DFT calculations revealed a clear energetic driving force for the (E)- over the (Z)-isomer.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Chemistry, Multidisciplinary
Mohammad Zarei, Iman Mohammadzadeh, Kazem Saidi, Hassan Sheibani
Summary: In this study, Ag-Cu-Ni NPs were immobilized on the functionalized g-C3N4 surface using ethylenediamine and hydrazinehydrate as capping and reducing agents, respectively. The nanocatalyst showed high catalytic activities for the A(3)-coupling reaction to synthesize propargylamine derivatives. The synthesized nanocatalyst had benefits such as high yields of the product, cost-effectiveness, recyclability, and easy separation, and its novelty lied in the presence of Ag-Cu-Ni nanoparticles in the structure of the functionalized g-C3N4 substrate. Characterization of the nanocatalyst was done using various techniques.
Review
Chemistry, Multidisciplinary
Marc Camats, Daniel Pla, Montserrat Gomez
Summary: Copper-based nanocatalysts have gained significant attention in organic synthesis due to the abundance and versatility of copper. These nanoparticles serve as convenient catalysts in various coupling reactions, playing a crucial role in the synthesis of organic compounds and complicating the understanding of reaction mechanisms.
Article
Chemistry, Inorganic & Nuclear
Ravari Kandy Aparna, Sayani Mukherjee, Sona Shaju Rose, Sukhendu Mandal
Summary: Small-sized silver nanoparticles are incorporated into a thiol-functionalized stable Zr-based metal-organic framework, resulting in a defective structure with catalytic activity and impressive recyclability. The synergistic effect between the electron-deficient surface of the thiol-bonded silver nanoparticles and the electron-rich silver core is crucial for this catalytic reaction.
INORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Chiara Costabile, Annaluisa Mariconda, Marco Sirignano, Alessandra Crispini, Francesca Scarpelli, Pasquale Longo
Summary: This study investigated the catalytic behavior of silver and gold complexes containing N-heterocyclic carbene ligands in A(3)-coupling reactions, revealing the higher efficiency of gold catalysts. Computational studies shed light on species possibly involved in the catalytic mechanism.
NEW JOURNAL OF CHEMISTRY
(2021)
Review
Chemistry, Physical
Jaehan Bae, Eun Jin Cho
Summary: Bidentate P,N ligands, integrating phosphine and nitrogen donors, have versatile characteristics and offer electronic and steric tunability. This Review focuses on Ni-catalyzed cross-coupling reactions mediated by P,N ligands, with their asymmetrical nature playing a crucial role in the catalytic cycle and providing control, stability, and unique regioselectivity in catalytic processes.
Article
Polymer Science
Sentaro Okamoto, Takeshi Yamada, Takaya Uchida, Nana Kikuta, Yu-ya Kimura
Summary: This article discusses the application of a low-valent titanium reagent in the McMurry coupling polymerization and [2+2+2] cycloaddition polymerization of aryl dialdehyde and aromatic diyne monomers. Additionally, a low-valent titanium mediated dual-mode coupling copolymerization of aryl dialdehyde and alkynylaldehyde monomers via concurrent McMurry olefination and alkyne cyclotrimerization reactions is proposed.
Review
Chemistry, Multidisciplinary
Jan Maier, Todd B. Marder
Summary: The mechanism of the hexadehydro-Diels-Alder reaction (HDDA) is not simply described by a concerted or stepwise mechanism, with terminal substituents affecting reaction mechanism and kinetics and linkers influencing the HDDA reaction. Studies on yne-diynes reveal the impact of steric, electronic, and radical-stabilizing effects, while the recently discovered photochemical HDDA reaction may not proceed by the same mechanism as thermally generated ortho-arynes.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Organic
Guojing Pei, Wan Xu, Juan Li
Summary: An efficient method for the reductive coupling of 4-t-butylstyrene and (3-bromopropoxy)benzene in an aqueous micellar medium was developed using Fe(NH4)(2)(SO4)(2) and Zn, with theoretical calculations indicating a lower reaction barrier with the combined use of iron and zinc. The preferred regioselectivity in the C-C coupling process is attributed to lower distortion energy.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Applied
Yuguang Wang, Hengliang Liu, Donglin Cai, Jinqiu Zhou, Mengjing Wu, Huifang Zheng, Deming Xie
Summary: A high-performance and recyclable high valence oxides of ruthenium catalyst was successfully released from commercially available ruthenium carbon catalyst. It selectively oxidized C=C bonds and C equivalent to C bonds to yield corresponding aldehydes, ketones, and alpha-diketones with high yields. The catalyst, with its cheap availability, recyclability, safety, and low toxicity, shows great potential in industrial scale unsaturated bond oxidation cleavage applications.
APPLIED ORGANOMETALLIC CHEMISTRY
(2022)
Review
Chemistry, Multidisciplinary
Ian A. Tonks
Summary: This study discusses the recent progress in Ti-catalyzed oxidative amination reactions, highlighting the importance of understanding the reactive species and mechanisms involved. The research shows that low-valent Ti intermediates can be stabilized through coordination and that reductive elimination processes occur through pi-type electrocyclic reactions. These findings are crucial for advancing catalytic applications involving titanium.
ACCOUNTS OF CHEMICAL RESEARCH
(2021)
Article
Chemistry, Inorganic & Nuclear
Ekata Saha, Ajijur Rahaman, Sukalyan Bhadra, Joyee Mitra
Summary: A series of Ag(i) supramolecular organo-aqueous gels have been synthesized using hydrogen bonding to achieve autonomous self-healing properties and catalytic control. The resulting propargylamines show remarkable functional group tolerance and the catalyst demonstrates comparable or better efficiency than reported systems. This approach has the potential to develop purpose-built supramolecular gels for desired catalytic applications.
DALTON TRANSACTIONS
(2023)
Article
Chemistry, Inorganic & Nuclear
Ekata Saha, Ajijur Rahaman, Sukalyan Bhadra, Joyee Mitra
Summary: A series of Ag(i) supramolecular organo-aqueous gels have been synthesized using an amine-rich triazole ligand. The choice of triazole derivative and counter anion allows the gelator to accentuate its gelation ability and self-healability via hydrogen bonding. The pendant -NH2 groups act as hydrogen bond donors and facilitate the three component coupling reaction, providing a convenient synthesis of propargyl amines.
DALTON TRANSACTIONS
(2023)
Review
Chemistry, Multidisciplinary
Abing Duan, Fengjiao Xiao, Yu Lan, Linbin Niu
Summary: This review summarizes the representative advancements in theoretical studies on transition-metal-catalyzed reductive coupling reactions, focusing on the mechanisms of key steps and the activation modes of electrophiles, as well as the generation of selectivity. The mechanism of the reduction of high-oxidation-state catalysts and the construction of new chemical bonds are also discussed.
CHEMICAL SOCIETY REVIEWS
(2022)
Article
Chemistry, Physical
Tsubasa Ito, Shingo Harada, Haruka Homma, Ayaka Okabe, Tetsuhiro Nemoto
Summary: Controlling extremely active species is a challenge in synthetic organic chemistry. Precious transition metals are commonly used to control the selectivity of carbene reactions. This study explored borane-catalyzed chemoselective dearomatizations using carbene-equivalent species and found that the activation model with a B-C bond is more promising. The study also demonstrated that the borane catalyst and terminal diazoamides enable dearomative spirocyclizations that cannot be achieved under metal catalysis.