Article
Chemistry, Multidisciplinary
Tyler W. Reidl, Jeffrey S. Bandar
Summary: The Lewis basic salts facilitate the coupling of benzyltrimethylsilane with (hetero)aryl nitriles, sulfones, and chlorides, providing a new route to 1,1-diarylalkanes with high selectivity. This method shows great potential in the synthesis of pharmaceutical analogues and multicomponent reactions, offering a complementary scope to existing methods.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Review
Chemistry, Applied
Sadhna Bansal, Anand B. Shabade, Benudhar Punji
Summary: This review provides a comprehensive overview of C(sp(2))-H/C(sp(2))-H oxidative coupling of (hetero)arenes catalyzed by 3d transition metals, which is widely applied for the construction of (hetero)biaryls and holds significant importance in drug discovery, biology, and material sciences.
ADVANCED SYNTHESIS & CATALYSIS
(2021)
Article
Chemistry, Organic
Cui-Lian Zeng, Hao Wang, Di Gao, Zhen Zhang, Dong Ji, Wei He, Cheng-Kou Liu, Zhao Yang, Zheng Fang, Kai Guo
Summary: This study presents a green and gentle Minisci-type reaction method, in which the cross-dehydrogenative coupling of heteroarenes with aliphatic C(sp(3))-H bonds is achieved under visible-light irradiation. This method does not require oxidants or transition metal catalysts, and only the catalytic equivalent of CF3SO2Na and room temperature are needed to ensure an efficient reaction.
Article
Chemistry, Physical
Zhenyuan Lin, Huahui Wang, Qinghua Wu, Junxuan Lin, Xucong Guo, Manqi Chen, Lu Chen, Yibiao Li, Chengshuo Shen, Min Zhang
Summary: By using eosin Y as a catalyst, this study demonstrates a photothermally induced decarbonylative aryl C-H arylation with aldehydes. The reaction is simple, solvent-free, and does not require 1,2-dinitrobenzene additive. It also tolerates previously unsuccessful functionalities. In addition to aryl aldehydes, alkyl aldehydes are also compatible. Mechanistic investigations reveal the reaction pathway involving aldehyde decarbonylation, regioselective addition, and oxidation.
JOURNAL OF CATALYSIS
(2023)
Article
Chemistry, Multidisciplinary
Yajuan Li, Cuijie Han, Yanyan Wang, Xin Huang, Xiaowei Zhao, Baokun Qiao, Zhiyong Jiang
Summary: Visible-light-driven photocatalytic reductive azaarylation is widely used for the construction of imine-containing azaarene derivatives. Although efficient methods have been established, enantioselective reactions remain a challenge. This study demonstrates the feasibility of chiral hydrogen-bonding/photosensitizer catalysis for achieving enantioselective reductive azaarylation, leading to valuable enantioenriched azaarene variants.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Organic
Xiao-Wen Wang, Rui-Xue Li, Yang Deng, Ming-Qiu-Hao Fu, Ya-Nan Zhao, Zhi Guan, Yan-Hong He
Summary: This article proposes a new method for the direct hydroxylarylation of unactivated benzylic carbons (sp3/sp2/sp) without the need for pre-functionalized benzylic alcohols, aromatic aldehydes, or ketones. It features direct functionalization of unactivated benzylic C(sp3)-H bonds and benzylic sp2/sp-carbons, mild conditions (open air, room temperature), an environmentally friendly procedure (without any external catalyst/mediator/additive), and direct access to sterically hindered alcohols from inexpensive and readily available alkyl/alkenyl/alkynylbenzenes. Mechanistic studies strongly support the proposed radical-radical cross-coupling between transient ketyl radicals and persistent radical anions. Gram-scale synthesis and diversification of drug derivatives demonstrate the practical potential of this protocol.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Jinghui Zhang, Meng Zhang, Yumeng Shi
Summary: This report presents a metal-free convergent paired electrolysis strategy for the synthesis of alpha-benzyl amine from imines and methylarenes, utilizing both anodic oxidation and cathodic reduction. The key to the success of this electrolysis is the simultaneous matching of desirable half reactions, leading to the desired product.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Review
Chemistry, Multidisciplinary
Stavros K. Kariofillis, Abigail G. Doyle
Summary: In recent years, the development of light-driven reactions has made significant advancements in synthetic organic chemistry, particularly in combining photoredox and nickel catalysis for challenging cross-coupling reactions. The question of whether photo-induced activation of the nickel catalyst itself could lead to new approaches to cross-coupling has been explored. By utilizing a visible-light-driven mechanism for chlorine radical formation and conducting mechanistic investigations on organometallic Ni complexes relevant to cross-coupling, the study aims to facilitate new catalyst design and develop novel synthetic methods.
ACCOUNTS OF CHEMICAL RESEARCH
(2021)
Article
Chemistry, Physical
Ze-Shui Liu, Shuang Deng, Qianwen Gao, Yu Hua, Hong-Gang Cheng, Xiaotian Qi, Qianghui Zhou
Summary: This article describes the development of a general and modular platform for the construction of axial chirality through atroposelective ortho-C-H arylation of aryl iodides based on palladium/chiral norbornene cooperative catalysis. The key features of this method include broad functional group tolerance, high enantioselectivities, a distinct stereoinduction model, and good step economy and scalability. This method is also amenable for the synthesis of phenanthridinones with C-N axial chirality and chiral fluorenols through axial-to-axial and axial-to-central chirality transfer.
Review
Chemistry, Applied
Deepali Sharma, Anurag Bahuguna, Saumya Rawat, Arun Kumar, Ajai Kumar Singh
Summary: Structural units containing imidazole motif are crucial in many functional and biologically active molecules. The arylation of C-H bond with a high degree of regioselectivity is an effective approach for derivatizing imidazole. The C-4 carbon in imidazole is the least preferred site for C-H arylation reaction, while the C-2 and C-4 carbon centers are highly susceptible.
APPLIED ORGANOMETALLIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Kartic Manna, Ranjan Jana
Summary: We describe a mild and highly selective palladium-catalyzed cross-electrophile coupling between aromatic diazonium salts and aryl iodides or diaryliodonium salts in a water-ethanol (2:1) medium. Mechanistic studies revealed the importance of ethanol in generating an active Pd(0) catalyst, and the counterion of the diazonium salt promotes the formation of a cationic Pd(II) species that facilitates subsequent oxidative addition to aryl iodides/diaryliodonium salts. The presence of silver(I) salt is crucial for maintaining the catalytic activity of palladium by removing iodide ions as precipitates.
Article
Chemistry, Multidisciplinary
Muhammad Asif Iqbal, Le Lu, Hina Mehmood, Ruimao Hua
Summary: This study reports a Cs2CO3-promoted cross-coupling reaction of arenes with cyano-/nitro-substituted aryl halides in DMSO to afford biaryls in the absence of ligands. The cyano/nitro groups in biaryls are shown to be useful for further transformations. Additionally, the formation of dibenzofurans from reactions between arenes and 1-bromo-2-iodobenzene is reported. A radical mechanism for the formation of biaryls is proposed based on control experiments and theoretical studies.
Article
Chemistry, Multidisciplinary
Isaac Choi, Zhigao Shen, Emanuel Ronge, Volker Karius, Christian Jooss, Lutz Ackermann
Summary: A recyclable hybrid manganese catalyst has been developed for site-selective azine C-H activation with weak amide assistance. The catalyst enables C3-H arylation and C3-H alkylation reactions, and has been characterized using detailed transmission electron microscopy analysis.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Review
Chemistry, Multidisciplinary
Fu-Dong Lu, Jun Chen, Xuan Jiang, Jia-Rong Chen, Liang-Qiu Lu, Wen-Jing Xiao
Summary: Asymmetric transition metal catalysis with light intervention offers a practical alternative strategy for constructing complex organic molecules with excellent regio- and enantioselectivities. The recent advances in this field, including a concise analysis of substrate scope and mechanistic scenarios governing stereocontrol, provide a comprehensive understanding of the synthetic utility and potential of this methodology.
CHEMICAL SOCIETY REVIEWS
(2021)
Review
Chemistry, Organic
Jonas F. Goebel, Zhongyi Zeng, Lukas J. Goossen
Summary: The article summarizes recent advances in the synthesis of biaryls through electrooxidative processes, with a particular focus on electrooxidative C-H/C-M couplings and dehydrogenative couplings.
SYNTHESIS-STUTTGART
(2022)
Article
Chemistry, Organic
Xiaoshuang Wang, Lei Sun, Miaomiao Wang, Giovanni Maestri, Max Malacria, Xiang Liu, Yanlan Wang, Lingang Wu
Summary: Aromatic triangular tri-palladium cations have shown excellent activities and selectivity in catalytic reactions. Efficient coupling reactions can be achieved with the appropriate palladium loading, resulting in high yields.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Andrea Serafino, Maurizio Chiminelli, Davide Balestri, Luciano Marchio, Franca Bigi, Rai-mondo Maggi, Max Malacria, Giovanni Maestri
Summary: Visible-light-promoted dimerization of arylacryloyl allenamides can be achieved at room temperature using an iridium(III) photocatalyst. This reaction leads to the formation of complex molecular architectures with high selectivity, and the outcome is determined by the substitution pattern of the alkene.
Review
Chemistry, Physical
Gianpiero Cera, Giovanni Maestri
Summary: This review presents the method of converting alkynes into reactive allylmetal species by merging palladium and Bronsted acid catalysts, which has been used in developing new C-C and C-Het bond forming methodologies, and has wide applications in polymer chemistry, deuterium-labeling, and stereoselective catalysis.
Article
Chemistry, Applied
Aleksandr Voronov, Alessandra Casnati, Paolo P. Mazzeo, Paolo Pelagatti, Alessia Bacchi, Raffaella Mancuso, Bartolo Gabriele, Elena Motti, Giovanni Maestri, Peter Pal Feher, Andras Stirling, Nicola Della Ca'
Summary: A new method for the transformation of propargyl ureas to 2-aminooxazolines using Ag(I) catalysis is disclosed in this article, providing good yields and complete stereoselectivity. A one-pot protocol starting from propargylic amines and isocyanates has also been developed. Insights into the tautomeric equilibrium and relative reactivity of 2-aminooxazoles are provided.
ADVANCED SYNTHESIS & CATALYSIS
(2023)
Article
Chemistry, Multidisciplinary
Maurizio Chiminelli, Andrea Serafino, Davide Ruggeri, Luciano Marchio, Franca Bigi, Raimondo Maggi, Max Malacria, Giovanni Maestri
Summary: Dearomative cycloadditions offer a powerful method to access a vast chemical space using simple and ubiquitous building blocks. However, the loss of aromaticity has limited their synthetic potential. We have devised a general intramolecular method that overcomes this limitation by photosensitizing allenamides. This visible-light-promoted process produces complex [2.2.2]-(hetero)-bicyclooctadienes at room temperature, potentially stabilizing transient (bi)radicals through naphthalene. The reaction is tolerant of various functional groups, making it suitable for a wide range of applications, including the synthesis of isoindoles and metal complexes.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Vinayak Botla, Marco Fontana, Aleksandr Voronov, Raimondo Maggi, Elena Motti, Giovanni Maestri, Nicola Della Ca'
Summary: Despite the advances in carbon-halogen bond formation, the selective functionalization of iodoaryls is still challenging. In this study, a one-pot synthesis of ortho-iodobiaryls from aryl iodides and bromides is reported using palladium/norbornene catalysis. The Catellani reaction involves the cleavage of a C(sp(2))-I bond, ortho C-H activation, oxidative addition of an aryl bromide, and restoration of the C(sp(2))-I bond, leading to the formation of palladacycles. A variety of valuable o-iodobiaryls have been synthesized with good yields, and their derivatization is described. A DFT study provides insights into the mechanism of the key reductive elimination step.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Organic
Nicola Camedda, Franca Bigi, Raimondo Maggi, Giovanni Maestri
Summary: A sequential strategy enables the challenging assembly of dihydronaphthalenes through the key annulation of an alkyne with a vinylarene under mild conditions. The products are obtained in good yields and exhibit high functional tolerance, thanks to the domino nucleophilic substitution and dearomative Diels-Alder and ene reactions. DFT modeling data suggest that alkali cations play a crucial role in ensuring a smooth dearomative cyclization of the in situ generated intermediates.
Review
Chemistry, Physical
Bartolo Gabriele, Raffaella Mancuso, Nicola Della Ca, Lucia Veltri, Ida Ziccarelli
Summary: This article provides an overview of catalytic carbonylative double cyclization reactions, where organic substrates and carbon monoxide are sequentially activated to form two new cycles with the incorporation of carbon monoxide. It highlights the power of this synthetic methodology in the one-step synthesis of complex molecular architectures using readily available CO as the building block. The review is divided into five sections: Introduction, Functionalized Olefinic Substrates, Functionalized Acetylenic Substrates, Functionalized Halides, and Conclusions and Future Perspectives.
Article
Chemistry, Organic
Andrea Serafino, Giovanni Maestri
Summary: The synthetic relevance of bicyclo[2.2.2]octadienes is demonstrated by their successful application in various chemical domains, and there is an ongoing interest in the concise assembly of these bridged bicycles. This article presents seminal strategies for crafting these compounds, as well as more recent applications utilizing visible light. A general intramolecular method for the para-cycloaddition of an allenamide arm onto simple aryl rings is highlighted in this context.
Article
Chemistry, Organic
Alessandro Cerveri, Mattia Vettori, Andrea Serafino, Giovanni Maestri
Summary: A tBuOK-promoted synthesis of 1,3-dihydro-2H-pyrrol-2-one and 4-methylenepyrrolidin-2-one systems via Conia-ene like intramolecular cyclization is reported. The method demonstrates short reaction times (5 min) and mild reaction conditions (rt), allowing the trapping of a propargyl unit by an amide enolate. An intriguing anionic chain mechanism is involved, facilitating the isomerization of an exo-alkene to yield the otherwise elusive endo-product.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
Article
Chemistry, Organic
Davide Ruggeri, Elena Motti, Nicola Della Ca', Giovanni Maestri
Summary: The first synthesis of tetrahydropyranes promoted by a silver salt is presented. Cinnamyl ethers undergo a formal dimerization to afford the target heterocycle via sequential C-O bond cleavage/C-H bond functionalization. This cascade reaction allows the assembly of three new bonds and the establishment of up to four stereocenters. The reaction likely proceeds through a cationic manifold that forms the target in a diastereoselective fashion.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Franca Bigi, Daniele Cauzzi, Nicola Della Ca, Max Malacria, Raimondo Maggi, Elena Motti, Yanlan Wang, Giovanni Maestri
Summary: This manuscript provides an overview of the literature on trinuclear complexes with delocalized metal-metal bonds resembling regular aromatics, composed of main group elements. The focus is on the structural and electronic features of stable aromatic clusters, along with their reported catalytic applications, including C-C forming cascades and cross-coupling methods. These examples highlight the unique reactivity exhibited by all-metal aromatic complexes, which often surpass their mononuclear counterparts in terms of chemoselectivity and chemical robustness.
ACS ORGANIC & INORGANIC AU
(2022)
Review
Chemistry, Inorganic & Nuclear
Pegah Hajivand, Johannes Carolus Jansen, Emilio Pardo, Donatella Armentano, Teresa F. Mastropietro, Amirreza Azadmehr
Summary: VOCs in human breath can be used as biomarkers for diseases, and MOFs have been extensively studied as gas sensors for VOCs. This review provides a comprehensive summary of the latest MOF-derived composites used as VOCs biomarkers' sensors, and discusses the structural and functional characteristics of MOFs, sensing properties, and the potential of bio-MOFs in VOCs sensing.
COORDINATION CHEMISTRY REVIEWS
(2024)
Review
Chemistry, Inorganic & Nuclear
Seoyoon Song, Deborah Lee, Lucia C. Dalle Ore, Sungjun Kwak, Lifeng Kang, Hyung Kyo Kim, Noah Malmstadt, Sun Min Kim, Tae-Joon Jeon
Summary: This paper introduces the latest advancements in photoactivable liposomes in drug delivery, highlighting their advantages in precise control over drug release and targeted delivery, as well as the fine control over release kinetics achieved through the manipulation of light-responsive components. Additionally, the paper emphasizes the design considerations of physicochemical properties and light-related constituents.
COORDINATION CHEMISTRY REVIEWS
(2024)
Review
Chemistry, Inorganic & Nuclear
Shudi Liu, Liangwei Zhang, Heejeong Kim, Jinyu Sun, Juyoung Yoon
Summary: Chromium is a strategic and critical transition metal element with extensive applications. Efficient detection methods, such as fluorescence and colorimetry, have been developed for monitoring its concentrations. However, existing reviews on fluorescent probes for chromium lack comprehensive coverage. This review aims to consolidate information and promote the development of novel fluorescent probes for chromium detection.
COORDINATION CHEMISTRY REVIEWS
(2024)
Review
Chemistry, Inorganic & Nuclear
Rehab H. Elattar, Samah F. El-Malla, Amira H. Kamal, Fotouh R. Mansour
Summary: Metal complexes have strong analysis potential and can be used to measure analytes lacking essential chemical properties. Their analytical methods based on different mechanisms offer superior performance.
COORDINATION CHEMISTRY REVIEWS
(2024)
Review
Chemistry, Inorganic & Nuclear
Nem Singh, Miae Won, Yunjie Xu, Changyu Yoon, Jiyoung Yoo, Mingle Li, Heemin Kang, Jong Seung Kim
Summary: Hypoxia is a common occurrence in the tumor microenvironment and poses challenges for cancer treatment. The introduction of covalent organic frameworks (COFs) offers promising prospects for addressing hypoxia-related issues. This article explores the role of COFs in enhancing oxygen delivery, generating reactive oxygen species, optimizing drug delivery, and enabling hypoxia-specific imaging, as well as outlining their applications in various hypoxia-targeting therapeutic modalities.
COORDINATION CHEMISTRY REVIEWS
(2024)
Review
Chemistry, Inorganic & Nuclear
Priyadarshi Roy Chowdhury, Himani Medhi, Krishna G. Bhattacharyya, Chaudhery Mustansar Hussain
Summary: This review critically analyzes the production of waste-derived layered double hydroxides (LDH) and their utility in electrochemical water splitting for the generation of green hydrogen as sustainable energy. It highlights the importance of waste-derived LDH and discusses the challenges and future directions in this field.
COORDINATION CHEMISTRY REVIEWS
(2024)
Review
Chemistry, Inorganic & Nuclear
Rajamanickam Sivakumar, Nae Yoon Lee
Summary: This article reviews the progress in imaging reactive oxygen, nitrogen, and sulfur species (RONSS) using luminescent metal complex-based probes. This technology is selective and sensitive, which is of great significance for studying the impact of RONSS in cells and tissues and preventing diseases.
COORDINATION CHEMISTRY REVIEWS
(2024)
Review
Chemistry, Inorganic & Nuclear
Xinyang Li, Binbin Ding, Pan Zheng, Ping'an Ma, Jun Lin
Summary: The main goal of immunotherapy is to enhance the response and cytotoxicity of tumor-specific T cells by turning cold tumors into hot tumors. However, metabolic reprogramming in the tumor microenvironment can depress the cytotoxicity of T cells and hinder the effectiveness of immunotherapy. This review discusses the role of metabolic reprogramming in the interplay between cancer cells and immune cells in the tumor microenvironment and explores the use of nanomaterials to modulate metabolic pathways and improve immunotherapy outcomes.
COORDINATION CHEMISTRY REVIEWS
(2024)
Review
Chemistry, Inorganic & Nuclear
Kingsley Poon, Abhishek Gupta, William S. Price, Hala Zreiqat, Gurvinder Singh
Summary: Progress in the development of manganese oxide nanoparticles (MONPs) has provided an alternative for early-stage diagnosis of life-threatening diseases and therapeutic delivery of drugs and genes. The synthesis and characterization of MONPs have enabled the production of multi-functional targeted nanoparticles in various sizes and shapes. The integration of diagnosis and therapeutic capabilities within a single entity, known as nanotheranostics, is promising for real-time monitoring of disease progression and evaluating therapeutic treatment efficacy.
COORDINATION CHEMISTRY REVIEWS
(2024)
Review
Chemistry, Inorganic & Nuclear
Reza Abedi-Firoozjah, Hadiseh Ebdali, Mahya Soltani, Parastoo Abdolahi-Fard, Mahshid Heydari, Elham Assadpour, Maryam Azizi-Lalabadi, Fuyuan Zhang, Seid Mahdi Jafari
Summary: With the increasing awareness of food safety, there is a growing demand for efficient and affordable sensing methods for the detection of pathogens and toxins in food products. Nanosensors offer promising solutions with their quick and reliable detection capabilities, although challenges remain in their fabrication and practical application.
COORDINATION CHEMISTRY REVIEWS
(2024)
Review
Chemistry, Inorganic & Nuclear
Demei Sun, Xuesong Feng, Xinyuan Zhu, Youfu Wang, Jinghui Yang
Summary: Metal organic cages (MOCs) with precise and tunable nano structures show great potential in cancer therapy. Their diverse functions and ultrasmall size make them excellent nanoagents for different anticancer strategies, demonstrating outstanding anticancer performances.
COORDINATION CHEMISTRY REVIEWS
(2024)
Review
Chemistry, Inorganic & Nuclear
Li Li, Yang-Tao Yu, Ning-Ning Zhang, Shu-Hao Li, Jian-Ge Zeng, Yang Hua, Hong Zhang
Summary: This article summarizes recent advances in POM-based hybrid photochromic materials (PCHPMs), including structure types, new photochromic mechanisms, and applications. It can provide valuable guidance for researchers investigating POM-based hybrid photochromic materials.
COORDINATION CHEMISTRY REVIEWS
(2024)
Review
Chemistry, Inorganic & Nuclear
Chien Ing Yeo, Clariss Hui Peng Goh, Edward R. T. Tiekink, Jactty Chew
Summary: This review article provides an overview of the antibacterial activity of gold complexes, with a focus on gold(I) and gold(III) complexes. It also summarizes the repurposing of Auranofin for antibacterial purposes and the associated mechanism(s) of action.
COORDINATION CHEMISTRY REVIEWS
(2024)
Review
Chemistry, Inorganic & Nuclear
Sangharaj Diyali, Nilankar Diyali, Bhaskar Biswas
Summary: This study discusses the recent progress in the design and development of catalysts, focusing on the factors influencing overpotential, catalytic rate, and stability, as well as the mechanisms of the hydrogen evolution reaction in acidic and alkaline media. Moreover, it outlines the challenges in future design of robust and active electrocatalysts.
COORDINATION CHEMISTRY REVIEWS
(2024)
Review
Chemistry, Inorganic & Nuclear
Shaik Gouse Peera, Rahul S. Menon, Sumanta Kumar Das, Akram Alfantazi, K. Karuppasamy, Chao Liu, Akhila Kumar Sahu
Summary: Doped carbon materials, especially F-doped carbon catalysts, have gained significant attention as metal-free catalysts for oxygen reduction reactions and as corrosion-resistant supports for Pt and non-Pt nanoparticles. F-doped carbon materials possess unique properties and greatly improve the activity and durability of the ORR compared to N-doped carbon materials. The high electronegativity of F-doping can efficiently modify the electronic band structure of carbon materials, favoring the ORR. This review systematically discusses the effect of F-doping/F co-doping on the electrocatalytic reduction of O2 in acidic and alkaline conditions, the stability and durability of fuel cell catalysts, and provides guidelines for working with F-doped carbons. Future research directions on F-doped carbons are also proposed to bridge the gap between laboratory-scale assessments and commercial applications.
COORDINATION CHEMISTRY REVIEWS
(2024)
