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20π‐Electron Antiaromatic Benziphthalocyanines with Absorption Reaching the Near‐Infrared‐II Region Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-16 Shunsuke Yanagi, Orie Takayama, Naoyuki Toriumi, Atsuya Muranaka, Daisuke Hashizume, Masanobu Uchiyama
Although second near‐infrared (NIR‐II, 1000–1500 nm) light has attracted considerable attention, especially for life sciences applications, the development of organic dyes with NIR‐II absorption remains a formidable challenge. Herein we report the design, synthesis, and electronic properties of 20π‐electron antiaromatic benziphthalocyanines (BPcs) that exhibit intense absorption bands in the NIR region
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Effect of Benzo‐Annelation on Triplet State Energies in Polycyclic Conjugated Hydrocarbons† Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-16 Slavko Radenković, Slađana Đorđević, Marijana Nikolendžić
In a series of earlier studies, the effect of benzo‐annelation was found to be a useful tool for tuning the aromaticity in polycyclic conjugated compounds to desired level. In this work we studied the (anti)aromaticity of benzo‐annelated derivatives of three conjugated hydrocarbons (anthracene, fluoranthene and biphenylene) in their lowest lying singlet (S0) and triplet (T1) states by means of the
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Nitrogen‐Bridged Symmetrical Homogeneous and Heterogeneous Binuclear Dioxidomolybdenum(VI) Complexes and Their Catalytic Potential for Efficient Synthesis of 2‐Amino‐3‐Cyano‐4H‐Chromenes/Pyrans Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-16 Mannar R. Maurya, Monojit Nandi, Naveen Kumar, Fernando Avecilla
Reaction of 2‐chloromethylbenzimidazole with known intermediates (i – iii), prepared from diaminoguanidine hydrochloride with salicylaldehyde, 5‐bromo‐salicylaldehyde or 3,5‐di‐tert‐butylsalicylaldehyde, led to the formation of benzimidazole appended new ligands, H4L1–H4L3 (I−III). The homogeneous nitrogen‐bridged symmetrical binuclear complexes, [(MoVIO2)2(L1)(H2O)2] (1), [(MoVIO2)2(L2)(H2O)2] (2)
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Cyclopropanation of Alkenes with Halodiazirines as Halocarbene Precursors in Continuous Flow Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-16 Hoang-Minh To, Thierry Ollevier
The cyclopropanation reaction of alkenes with photolytically‐generated chlorocarbenes from chlorodiazirines is reported as an effective way to prepare substituted 3‐chloro‐3‐aryl‐cyclopropanes. This practical and efficient approach allows the synthesis of various 3‐chloro‐3‐aryl‐cyclopropanes (32 examples) in continuous flow in 5‐minute residence time under light‐emitting diode (LED) irradiation. The
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Design of New Bis(1,2,3‐triazol‐1‐yl)methane‐Based Nitrogen Ligands: Synthesis and Coordination Chemistry Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-16 Marc Martínez de Sarasa Buchaca, Felipe Martínez De la Cruz-Martínez, Jesús Naranjo, Ana M. Rodríguez, María C. de la Torre, José A. Castro-Osma, Miguel A. Sierra, Agustín Lara-Sánchez
The reaction between bis(1,2,3‐triazol‐1‐yl)methane derivatives and nBuLi and various aldehydes, yielded novel neutral ligand precursors incorporating alcohol functional groups. The resulting compounds exhibited distinct characteristics depending on the steric hindrance of the aldehyde employed. In instances where aromatic aldehydes were utilized, functionalization occurred at the methine group bridging
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Recognition of Amino Acid Salts by Temperature‐Dependent Allosteric Binding with Stereodynamic Urea Receptors Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-16 Yuki Kimura, Kotaro Matsumura, Kosuke Ono, Yoshitaka Tsuchido, Hidetoshi Kawai
Positive homotropic artificial allosteric systems are important for the regulation of cooperativity, selectivity and nonlinear amplification. Stereodynamic homotropic allosteric receptors can transmit and amplify induced chirality by the first ligand binding to axial chirality between two chromophores. We herein report stereodynamic allosteric urea receptors consisting of a rotational shaft as the
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Synthesis and Functionalization of Azetidine‐Containing Small Macrocyclic Peptides Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-16 George Saunders, Sam Spring, Eleanor Jayawant, Ina Wilkening, Stefan Roesner, Guy Clarkson, Ann Dixon, Rebecca Notman, Michael Shipman
Cyclic peptides are increasingly important structures in drugs but their development can be impeded by difficulties associated with their synthesis. Here, we introduce the 3‐aminoazetidine (3‐AAz) subunit as a new turn‐inducing element for the efficient synthesis of small head‐to‐tail cyclic peptides. Greatly improved cyclizations of tetra‐, penta‐ and hexapeptides (28 examples) under standard reaction
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Metal‐free selective synthesis of α,β‐unsaturated aldehydes from alkenes and formaldehyde catalyzed by dimethylamine Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-16 Gongming Peng, Naseeb Ullah, Stéphane Streiff, Karine De Oliveira Vigier, Marc Pera-Titus, Raphael Wischert, François Jérôme
α,β‐Unsaturated aldehydes are important building blocks for the synthesis of a wide range of chemicals, including polymers. The synthesis of these molecules from cheap feedstocks such as alkenes remains a scientific challenge, mainly due to the low reactivity of alkenes. Here we report a selective and metal‐free access to α,β‐unsaturated aldehydes from alkenes with formaldehyde. This reaction is catalyzed
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Self‐assembly Strategy for Constructing Porous Boron and Nitrogen Co‐doped Carbon as an Efficient ORR Electrocatalyst toward Zinc‐air Battery Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-16 Yuying Fu, Cancan Cao, Wenrui Song, Bo Li, Xuzhuo Sun, Zhengxi Wang, Liuqing Fan, Jing Chen
Carbon nanomaterials doped with N and B could activate nearby carbon atoms to promote charge polarization through the synergistic coupling effect between N and B atoms, thus facilitating adsorption of O2 and weakening O‐O bond to enhance oxygen reduction reaction. Herein, a simple and controllable self‐assembly strategy is applied to synthesize porous B, N co‐doped carbon‐based catalysts (BCN‐P), which
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Dehydro[12]‐ and [18]annulene‐Fused Ball‐Shaped Ruthenium Complex Oligomers: Synthesis, Aromatic/Antiaromatic Effect, and Symmetry for Near‐Infrared Optical Properties Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-16 Sari Ishikawa, Hajime Maeda, Masahito Segi, Taniyuki Furuyama
The appropriate arrangement of near‐infrared (NIR) chromophores allows for the modification of the peak wavelength in the NIR region and efficient use of NIR light. However, the preparation of novel NIR chromophores using simple procedures remains a formidable challenge. Herein, we report the synthesis of ball‐shaped ruthenium complex oligomers. The metal complexes can be synthesized in a single step
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Roles of Oxygen‐Containing Functional Groups in Carbon for Electrocatalytic Two‐Electron Oxygen Reduction Reaction Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-15 Guoqiang Zhao, Tianci Chen, Aidong Tang, Huaming Yang
Recent years have witnessed great research interests in developing high‐performance electrocatalysts for the two‐electron (2e–) oxygen reduction reaction (ORR) that enables the sustainable and flexible synthesis of H2O2. Carbon‐based electrocatalysts exhibit attractive catalytic performance for the 2e– ORR, where oxygen‐containing functional groups (OFGs) play a decisive role. However, current understanding
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In Situ Detection of Nucleic Acids in Extracellular Vesicles via Membrane Fusion Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-15 Jianzhou Feng, Yanli Gong, Qianqian Li, Chaoyong Yang, Yu An, Lingling Wu
Extracellular vesicles (EVs) carry diverse biomolecules (e.g., nucleic acids, proteins) for intercellular communication, which can serve as important markers for diseases. Analyzing nucleic acids sourced from EVs enables non‐invasive disease diagnosis and prognosis evaluation. Membrane fusion, a fundamental cellular process merging two lipid membranes, facilitates cell communication and cargo transport
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Multicationic Tetrahedra Networks: Alkaline‐Earth‐Centered Polyhedra and Non‐Condensed AlN6‐Octahedra in the Imido‐nitridophosphates AE2AlP8N15(NH) (AE = Ca, Sr, Ba) Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-14 Monika M. Pointner, Reinhard M. Pritzl, Jonas M. Albrecht, Leopold Blahusch, Jonathan P. Wright, Eleanor Lawrence Bright, Carlotta Giacobbe, Oliver Oeckler, Wolfgang Schnick
A series of isostructural imidonitridophosphates AE2AlP8N15(NH) (AE = Ca, Sr, Ba) was synthesized at high‐pressure/high‐temperature conditions (1400 °C and 5–9 GPa) from alkaline‐earth metal nitrides or azides Ca3N2/Sr(N3)2/Ba(N3)2 and the binary nitrides AlN and P3N5. NH4F served as a hydrogen source and mineralizing agent. The crystal structures were determined by single‐crystal X‐ray diffraction
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Morphological Transformations of SARS‐CoV‐2 Nucleocapsid Protein Biocondensates Mediated by Antimicrobial Peptides Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-14 Marco Campanile, Emine D. Kurtul, Robert Dec, Simone Möbitz, Pompea Del Vecchio, Luigi Petraccone, Jörg Tatzelt, Rosario Oliva, Roland Winter
Recently, the discovery of antimicrobial peptides (AMPs) as excellent candidates for overcoming antibiotic resistance has attracted significant attention. AMPs are short peptides active against bacteria, cancer cells, and viruses. It has been shown that the SARS‐CoV‐2 nucleocapsid protein (N‐P) undergoes liquid‐liquid phase separation in the presence of RNA, resulting in biocondensate formation. These
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Anilato‐based Coordination Polymers with Slow Relaxation of the Magnetization: Role of the Synthetic Method and Anilato ligand Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-14 Samia Benmansour, Cristina Pintado-Zaldo, Sofía H. Casal-García, Javier Martínez-Ponce, Carlos J. Gomez-Garcia
We have prepared and characterized three coordination polymers formulated as [Dy2(C6O4Cl2)3(fma)6]·4.5fma (1) and [Dy2(C6O4X2)3(fma)6]·4fma·2H2O with X = Br (2) and Cl (3), where fma = formamide and C6O4X22‐ = 3,6‐disubstituted‐2,5‐dihydroxy‐1,4‐benzoquinone dianion with X = Cl (chloranilato) and Br (bromanilato). Compounds 1 and 3 are solvates obtained with slow and fast precipitation methods, respectively
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Breaking the Rules: On the Relative Stability of some Methylencyclopropane and Methylcyclopropene Derivatives Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-14 Delio Santalucia, Mattia Bondanza, Filippo Lipparini, Matyas Ripszam, Nicolò Rossi, Alessandro Mandoli
The structure of the spirocyclic product obtained by reacting catechol with 1,1‐dichloro‐2‐(chloromethyl)cyclopropane is shown by NMR and X‐ray analysis to be that of a 2‐methylcyclopropene (MeCP), instead of the previously reported 2‐methylenecyclopropane (MCP) one. The study of the equilibration between the two isomeric forms by experimental and computational means (including both Density Functional
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Not All Binding Sites Are Equal: Site Determination and Folding State Analysis of Gas‐phase Protein–Metallodrug Adducts Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-13 Liam Eade, Matthew P. Sullivan, Timothy M. Allison, David C. Goldstone, Christian Hartinger
Modern approaches in metallodrug research focus on compounds that bind protein targets rather than DNA. However, the identification of protein targets and binding sites is challenging. Using intact mass spectrometry and proteomics, we investigated the binding of antimetastatic agent RAPTA‐C to the model proteins ubiquitin, cytochrome c, lysozyme and myoglobin. Binding to cytochrome c and lysozyme was
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Synthesis of Superelastic, Highly Conductive Graphene Aerogel/Liquid Metal Foam and Its Piezoresistive Application Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-13 Jinlong Ma, Rui Yan, Xiaoye Wo, Yanpeng Cao, Xiao Yu, Aijun Li, Jian Huang, Fenghua Li, Liqiang Luo, Qixian Zhang
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Superalkalis with Hydrogen as Central Electronegative Atom and their Possible Applications: Ab Initio and DFT Study Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-13 Subhendu Sarkar, Tanay Debnath, Abhijit Kumar Das
Superalkalis are unusual species having ionization energies lower than that of the alkali metals. These species with various applications are of great importance in chemistry due to their low ionization energies and strong reducing property. A typical superalkali contains a central electronegative core decorated with excess metal ligands. In the quest for novel superalkalis, we have designed the superalkalis
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Leveraging Pyrazolium Ylide Reactivity to Access Indolizine and 1,2‐Dihydropyrimidine Derivatives Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-13 Ricky Tran, Duncan K Brownsey, Leonie O'Sullivan, Connor MJ Brandow, Emily S Chang, Wen Zhou, Ketul V Patel, Evgueni Gorobets, Darren Jason Derksen
N‐Heterocyclic ylides are important synthetic precursors to rapidly build molecular complexity. Pyrazolium ylides have largely been unexplored, and we demonstrate their diverse utility in this report. We show that these readily accessible building blocks can be used to construct different heterocyclic skeletons by varying the coupling partner. Indolizines can be formed via an N‐deletion type mechanism
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Relation between conformation and activity on islet amyloid polypeptide aggregation of fluorinated foldamers based on N‐difluoromethyl‐1,4‐triazole amino acids Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-13 José Laxio Arenas, Jacopo Lesma, Tap Ha-Duong, Bikash Ranjan Sahoo, Ayyalusamy Ramamoorthy, Nicolo Tonali, Jean-Louis Soulier, Frederic Halgand, François Giraud, Benoit Crousse, Julia Kaffy, Sandrine Ongeri
Novel fluorinated foldamers based on aminomethyl‐1,4‐triazolyl‐difluoroacetic acid (1,4‐Tz‐CF2) units were synthesized and their conformational behaviour was studied by NMR and molecular dynamics. Their activity on the aggregation of the human islet amyloid polypeptide (hIAPP) amyloid protein was evaluated by fluorescence spectroscopy and mass spectrometry. The fluorine labelling of these foldamers
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Suppressing cis/trans ‘Ring‐flipping’ in Organoaluminium(III)‐2‐pyridyl Dimers – Design Strategies Towards Lewis Acid Catalysts for Alkene Oligomerisation Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-13 Dipanjana Choudhury, Ching-Ching Lam, Nadia Farag, Jonathan Slaughter, Andrew Bond, Jonathan M. Goodman, Dominic Wright
Owing to its high natural abundance compared to the commonly used transition (precious) metals, as well as its high Lewis acidity and ability to change oxidation state, aluminium has recently been explored as the basis for a range of single‐site catalysts. This paper aims to establish the ground rules for the development of a new type of cationic alkene oligomerisation catalyst containing two Al(III)
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Controlling the crystal growth of DNA molecules via strategic chemical modifications Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-13 Jiazhen Lyu, Tingyu Zhu, Yan Zhou, Ting Zhao, Meiling Fei, Xiaowu Zhong, Hongfei He
Intermolecular interactions are critical to the crystallization of biomolecules, yet the precise control of biomolecular crystal growth based on these interactions remains elusive. To understand the connections between the crystallization kinetics and the strength of intermolecular interactions, herein we have employed DNA triangular crystals and modified ones as a versatile tool to investigate how
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Injectable Chitosan Hydrogels Doped with 2D Peptide Nanosheet‐Drug Conjugates for Glutathione‐Responsive Sustained Drug Delivery Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-13 Xin Luan, Huiqiang Hu, Danzhu Zhu, Peng He, Zhengang Sun, Yongming Xi, Gang Wei
The development of novel and effective drug delivery systems aimed at enhancing therapeutic profile and efficacy of therapeutic agents is a critical challenge in modern medicine. This study presents an intelligent drug delivery system based on self‐assembled two‐dimensional peptide nanosheets (2D PNSs). Leveraging the tunable properties of amino acid structures and sequences, we design a peptide with
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Flowmicro in‐Line Analysis‐Driven Design of Reactions Mediated by Unstable Intermediates: Flash Monitoring Approach Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-12 Yosuke Ashikari, Rikako Yoshioka, Yuya Yonekura, Dong‐eun Yoo, Kazuhiro Okamoto, Aiichiro Nagaki
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[Gd(HB‐DO3A)]: Equilibrium, Dissociation Kinetic and Structural Differences in a Simple Homolog of [Gd(HP‐DO3A)] (Prohance®) Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-12 Silvia Versolatto, Mariangela Boccalon, Nicol Guidolin, Fabio Travagin, Enzo Alessio, Silvio Aime, Gabriele Balducci, Giovanni Battista Giovenzana, Zsolt Baranyai
[Gd(HP‐DO3A)] (gadoteridol) as an active compound of ProHance® is a widely employed contrast agent in clinical MRI scans in the last 30 years. Recent concerns about the long‐term retention of gadolinium‐based contrast agents (GBCAs) led to a deeper investigation of the structural features underlying the integrity of the paramagnetic metal complex. Several human and nonclinical studies have noted marked
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Stereoselective Synthesis of β, γ‐Fused Bicyclic γ‐Ureasultams via an Intramolecular Mannich and aza‐Michael Addition Cascade Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-12 Fucheng Yin, Lailiang Qu, Yifan Chen, Zhongwen Luo, Lingyi Kong, Xiaobing Wang
A novel approach has been developed for the synthesis of bicyclic β, γ‐fused bicyclic γ‐ureasultams containing two consecutive chiral centers through an intramolecular Mannich and aza‐Michael Addition cascade of alkenyl sulfamides. The straightforward practical procedure and readily available starting materials enable the synthesis of variously substituted ureasultams. In addition, bicyclic γ‐ureasultams
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pH‐Responsive Aminobenzocoumarins as Fluorescent Probes for Biological Acidity Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-12 Karin Schniererová, Hana Janeková, Jakub Joniak, Martin Putala, Peter Stacko, Henrieta Stankovičová
Regulation of pH plays an essential role in orchestrating the delicate cellular machinery responsible for life as we know it. Its abnormal values are indicative of aberrant cellular behavior and associated with pathologies including cancer progression or solid tumors. Here, we report a series of bent and linear aminobenzocoumarins decorated with different substituents. We investigate their photophysical
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Endowing Metal‐Organic Coordination Materials with Chiroptical Activity by a Chiral Anion Strategy Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-12 Yuan-Yuan Zhao, Zhong-Qiu Li, Zhong-Liang Gong, Stefan Bernhard, Yu-Wu Zhong
Recently, chiral metal‐organic coordination materials have emerged as promising candidates for a wide range of applications in chiroptoelectronics, chiral catalysis, and information encryption, etc. Notably, the chiroptical effect of coordination chromophores makes them appealing for applications such as photodetectors, OLEDs, 3D displays, and bioimaging. The direct synthesis of chiral coordination
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Eight‐Electron Copper Nanoclusters for Photothermal Conversion Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-12 Xueli Sun, Bingzheng Yan, Xuekun Gong, Qinghua Xu, Qingxiang Guo, Hui Shen
Owing to distinct physicochemical properties in comparison to gold and silver counterparts, atomically precise copper nanoclusters are attracting embryonic interest in material science. The introduction of copper cluster nanomaterials in more interesting fields is currently urgent and desired. Reported in this work are novel copper nanoclusters of [XCu54Cl12(tBuS)20(NO3)12] (X = S or none, tBuSH =
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Intramolecular Friedel‐Crafts Acylation of [11C]Isocyanates Enabling the Radiolabeling of [carbonyl‐11C]DPQ Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-12 Marius Ozenil, Lukas Kogler, Braeden A Mair, Marcus Hacker, Wolfgang Wadsak, Benjamin H Rotstein, Verena Pichler
α,β‐aromatic lactams are highly abundant in biologically active molecules, yet so far they cannot be radiolabeled with short‐lived (t½ = 20.3 min), β+‐decaying carbon‐11, which has prevented their application as positron emission tomography tracers. Herein, we developed, optimized, and applied a widely applicable, one‐pot, quick, robust and automatable radiolabeling method for α,β‐aromatic lactams
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Wireless Light‐emitting Electrode Arrays for the Evaluation of Electrocatalytic Activity Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-12 Youness Boukarkour, Stéphane Reculusa, Neso Sojic, Alexander Kuhn, Gerardo Salinas
Water splitting has become a sustainable and clean alternative for hydrogen production. Commonly, the efficiency of such reactions is intimately related to the physico‐chemical properties of the catalysts that constitute the electrolyzer. Thus, the development of simple and fast methods to evaluate the electrocatalytic efficiency of an electrolyzer is highly required. In this work, we present an unconventional
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Magnetic‐Field‐Induced Spin Regulation in Electrocatalytic Reactions Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-12 Qing Huang, Hua Sheng
The utilization of a magnetic field to manipulate spin states has emerged as a novel approach to enhance efficiency in electrocatalytic reactions, distinguishing from traditional strategies that focus on tuning activation energy barriers. Currently, this approach is specifically tailored to reactions where spin states change during the catalytic process, such as the oxidation of singlet H2O to triplet
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Enabling High Activation of Glucose‐6‐phosphate Dehydrogenase Activity Trough Liquid Condensate Formation and Compression Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-12 Michel W. Jaworek, Rosario Oliva, Roland Winter
Droplet formation via liquid–liquid phase separation is thought to be involved in the regulation of various biological processes, including enzymatic reactions. We investigated a glycolytic enzymatic reaction, the conversion of glucose‐6‐phosphate to 6‐phospho‐D‐glucono‐1,3‐lactone with concomitant reduction of NADP+ to NADPH both in the absence and presence of dynamically controlled liquid droplet
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The Role of Alkalis in Orchestrating Uranyl‐Peroxide Reactivity Leading to Direct Air Capture of Carbon Dioxide Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-11 Ana Arteaga, Trevor Arino, Guy C. Moore, Jenna L. Bustos, Matthew K Horton, Kristin A. Persson, Jun Li, William F. Stickle, Tsuyoshi A. Kohlgruber, Robert G. Surbella, May Nyman
Spectator ions have known and emerging roles in aqueous metal‐cation chemistry, respectively directing solubility, speciation, and reactivity. Here, we isolate and structurally characterize the last two metastable members of the alkali uranyl triperoxide series, the Rb+ and Cs+ salts (Cs‐U1 and Rb‐U1). We document their rapid solution polymerization via small‐angle X‐ray scattering, which is compared
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Incorporation of Carboxylate Pendant Arms into 18‐Membered Macrocycles: Effects on [nat/203Pb]Pb(II) Complexation Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-11 Charlene Harriswangler, Brooke L. McNeil, Isabel Brandariz-Lendoiro, Laura Valencia, David Esteban-Gómez, Caterina F. Ramogida, C. Platas-Iglesias
We present a detailed investigation on the coordination chemistry of [nat/203Pb]Pb(II) with chelators H4PYTA and H4CHX‐PYTA. These chelators belong to the family of ligands derived from the 18‐membered macrocyclic backbone PYAN and present varying degrees of rigidity due to the presence of either ethyl or cyclohexyl spacers. A complete study of the stable Pb(II) complexes is carried out via NMR, X‐Ray
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Scope and limitations of using microemulsions for the covalent patterning of graphene Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-11 Alicia Naranjo, Marina Garrido, Natalia Martín-Sabanés, Emilio M. Pérez
Patterning of graphene (functionalizing some areas while leaving others intact) is challenging, as all the C atoms in the basal plane are identical, but it is also desirable for a variety of applications, like opening a bandgap in the electronic structure of graphene. Several methods have been reported to pattern graphene, but most of them are very technologically intensive. Recently, we reported the
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In situ Diazonium Salt Formation and Photochemical Aryl‐Aryl Coupling in Continuous Flow monitored by Inline NMR Spectroscopy Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-11 Christoph Deckers, Thomas H. Rehm
A novel class of diazonium salts is introduced for the photochemical aryl‐aryl coupling to produce (substituted) biphenyls. As common diazonium tetrafluoroborate salts fail, soluble and safe aryl diazonium trifluoroacetates are applied. In this mild synthesis route no catalysts are required to generate an aryl‐radical by irradiation with UV‐A light (365 nm). This reactive species undergoes direct C‐H
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Leveraging Halogen Interactions for a Supramolecular Nanotube Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-11 Sergey Fisher, Lorraine A. Malaspina, Cristian Gozálvez Martínez, Alessandro Prescimone, Yaser Balmohammadi, Simon Grabowsky, Tomáš Šolomek
We demonstrate the formation of supramolecular nanotubes from molecular triangles in a single crystal by balancing the hydrogen bonds and halogen interactions between individual macrocycles. Thereby, we template the supramolecular nanotube growth by intermolecular interactions encoded directly in the macrocycles instead of those provided by the crystallization solvent. Ultimately, we show that replacing
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Visible‐Light‐Promoted Cascade Coupling of 2‐Isocyanonaphthalenes with Elemental Sulfur and Amines to Construct Naphtho[2,1‐d]thiazol‐2‐amines Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-11 Hongyu Ding, Siyu Shi, Yanan Hou, Wenxiu Cui, Rong Sun, Yufen Lv, Huilan Yue, Wei Wei, Dong Yi
A visible‐light‐induced strategy has been explored for the synthesis of naphtho[2,1‐d]thiazol‐2‐amines through ortho‐C‐H sulfuration of 2‐isocyanonaphthalenes with elemental sulfur and amines under external photocatalyst‐free conditions. This three‐component reaction, which utilizes elemental sulfur as the odorless sulfur source, molecular oxygen as the clean oxidant, and visible light as the clean
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Cellular Uptake of Cell‐Penetrating Peptides Activated by Amphiphilic p‐Sulfonatocalix[4]arenes Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-08 Chusen Huang, Yan-Cen Liu, Hyeyoung Oh, Dong-Sheng Guo, Werner M. Nau, Andreas Hennig
We report the synthesis of a series of amphiphilic p‐sulfonatocalix[4]arenes with varying alkyl chain lengths (CX4‐Cn) and their application as efficient counterion activators for membrane transport of cell‐penetrating peptides (CPPs). The enhanced membrane activity is confirmed with the carboxyfluorescein (CF) assay in vesicles and by the direct cytosolic delivery of CPPs into CHO‐K1, HCT 116, and
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Identification of the cirratiomycin biosynthesis gene cluster in Streptomyces cirratus: elucidation of the biosynthetic pathways for 2,3‐diaminobutyric acid and hydroxymethylserine Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-08 Shunki Sakata, Jiafeng Li, Yoko Yasuno, Teturo Shinada, Kazuo Shin-ya, Yohei Katsuyama, Yasuo Ohnishi
Cirratiomycin, a heptapeptide with antibacterial activity, was isolated and characterized in 1981; however, its biosynthetic pathway has not been elucidated. It contains several interesting nonproteinogenic amino acids, such as (2S,3S)‐2,3‐diaminobutyric acid ((2S,3S)‐DABA) and α‐(hydroxymethyl)serine, as building blocks. Here, we report the identification of a cirratiomycin biosynthetic gene cluster
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Mechanistic Insights into the Discharge Processes of Li−CO2 Batteries Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-08 Xinxin Zhang, Tingting Luo, Yu Wang, Yafei Li
Li−CO2 batteries correspond to renewable energy storage in a cost‐effective, eco‐friendly CO2 fixation manner. However, an inadequate understanding of their reaction mechanism severely impedes their development. Here we outline recent mechanistic advances in the discharge processes of Li−CO2 batteries, especially from the theoretical aspect. We first highlight the vital factors affecting the formation
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Azulene‐Containing Bis(squaraine) Dyes: Design, Synthesis and Aggregation Behaviors Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-08 Yiming Yao, Xuan Sun, Zuyuan Zhang, Haoyun Yu, Xiaodi Yang, Dan Ding, Xike Gao
The relationship among chemical structure, physicochemical property and aggregation behavior of organic functional material is an important research topic. Here, we designed and synthesized three bis(squaraine) dyes BSQ1, BSQ2 and BSQ3 through the combination of two kinds of unsymmetrical azulenyl squaraine monomers. Their physicochemical properties were investigated in both molecular and aggregate
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Inducing α‐helicity in peptides by silver coordination to cysteine Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-08 Niklas Fischer, Annamária Tóth, Attila Jancsó, Peter Thulstrup, Frederik Diness
Short peptide sequences consisting of two cysteine residues separated by three other amino acids display complete change from random coil to α‐helical secondary structure in response to addition of Ag+ ions. The folded CXXXC/Ag+ complex involves formation of multinuclear Ag+ species and is stable in a wide pH range from below 3 to above 8. The complex is stable through reversed‐phase HPLC separation
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Dual‐Responsive Gradient Structured Actuator via Photopolymerization‐Induced Diffusion Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-08 Duygu Sezen Polat, Vera E. Buurman, Dirk Jan Mulder, Danqing Liu
Stimuli‐responsive materials have recently gained significant attention in the field of soft robotics, sensors, and biomimetic devices. The most facile way for the fabrication of such materials remains to endow bilayer structures which are fabricated with the combination of active and passive layers. Although, easily fabricated, these structures suffer from the generation of stress points between connection
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Optimal oriented external electric elds to trigger a barrierless oxaphosphetane ring opening step of the Wittig reaction Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-08 Josep Maria Bofill, Marco Severi, Wolfgang Quapp, Jordi Ribas-Ariño, Ibério de P. R. Moreira, Guillermo Albareda
The Wittig reaction is one of the most important processes in organic chemistry for the asymmetric synthesis of olefinic compounds. In view of the increasingly acknowledged potentiality of the electric fields in promoting reactions, here we will consider the effect of the oriented external electric field (OEEF) on the second step of Wittig reaction (i.e. the ring opening oxaphosphetane) in a model
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Mesogenic Ordering‐Driven Self‐Assembly of Liquid Crystalline Block Copolymers in Solution Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-08 Bixin Jin, Lingjuan Hu, Xiaoyu Li
With the development of nanotechnology, the preparation of polymeric nanoparticles with nicely defined structures has been well‐developed, and the functionalization and subsequent applications of the resultant nanostructures are becoming increasingly important. Particularly, by introducing mesogenic ordering as the driving force for the solution‐state self‐assembly of liquid crystalline (LC) block
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Naphthalene diimide‐Annulated Heterocyclic Acenes: Synthesis, Electrochemical and Semiconductor Properties and their Multifaceted Applications Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-08 Abhishek Bhardwaj, Pratik Dewangan, Ch Mudasar Hussain, Pritam Mukhopadhyay
Acenes and Naphthalene Diimides (NDIs) stand as distinguished classes of organic compounds, each possessing unique and intriguing properties that have garnered significant attention across various scientific disciplines. Acenes, characterized by linearly fused aromatic rings, have captivated researchers due to their diverse electronic structures and promising applications in materials science. On the
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7Li NMR Spectroscopy: a Tool for Determining Dimerization Constants and Averaged Dimerization Constants of the Monomer/Dimer Equilibrium of Hierarchical Helicates. Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-07 Tobias Krückel, Steffen Schauerte, Jinbo Ke, Marcel Schlottmann, Sandra Bausch, Xiaofei Chen, Christoph Räuber, Igor d'Anciães Almeida Silva, Thomas Wiegand, Markus Albrecht
7Li nuclear magnetic resonance (NMR) spectroscopy is an ideal tool to study hierarchically assembled helicates of the form Li[Li3L6Ti2]. Internally bound and external lithium ions can be well distinguished by solution‐ or solid‐state NMR spectroscopy and dimerization constants of the monomer/dimer equilibrium can be easily determined in solution. Averaged dimerization constants can be estimated in
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A Healable Quasi‐Solid Polymer Electrolyte with Balanced Toughness and Ionic Conductivity Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-07 Li Ding, Yu Tan, Guiliang Li, Kaiqiang Zhang, Xu Wang
Solid polymer electrolytes (SPEs) have garnered extensive attention as potential alternatives to traditional liquid electrolytes, primarily due to their prowess in curbing lithium dendrite formation and preventing electrolyte leaks. The quest for SPEs that are both mechanically robust and exhibit superior ionic conductivity has been vigorous. However, achieving a harmonious balance between these two
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Effect of Fe Doping Profile on Current Collapse in GaN‐based RF HEMTs Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-07 Linling Xu, Hui Guo, Jiaqi Tao, Ali Zavabeti, Yugang Zhou, Youdou Zheng, Rong Zhang, Dunjun Chen
Using computer‐aided design (TCAD) simulation, the impact of the Fe doping profile, including concentration, decay rate, and depth of the doping region on current‐collapse magnitude (∆CC) in 0.5‐μm gated GaN‐based high electron mobility transistors (HEMTs) is systematically investigated. Accurate simulation models are established and developed to facilitate the fabrication of electronics. It is elucidated
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Quest for Double Möbius Aromaticity Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-07 Kangkan Sarmah, Ankur Kanti Guha
Neutral four‐membered rings with 4n electrons are generally Hückel antiaromatic. On the other hand, 4n electron system can also be Möbius aromatic, although identification has escaped so far. A recent study of double Möbius aromaticity has been put forwarded in the D2h symmetric singlet ground state of four member Pa2B2 ring. Although interesting, but the synthesis possesses a significant challenge
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Cellular Applications of DNP Solid‐State NMR –State of the Art and a Look to the Future Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-07 David Beriashvili, Jiaxin Zhou, Yangping Liu, Gert E Folkers, Marc Baldus
Sensitivity enhanced dynamic nuclear polarization solid‐state NMR is emerging as a powerful technique for probing the structural properties of conformationally homogenous and heterogenous biomolecular species irrespective of size at atomic resolution within native environments. Herein we detail advancements that have made acquiring such data, specifically within the confines of intact bacterial and
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Phosphorescent Platinum(II) Complexes with a Spiro‐fused Xanthene Unit: Synthesis and Photophysical Properties Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-07 Tim Riesebeck, Thomas Strassner
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Influence of polymer side chain size and backbone length on the self‐assembly of supramolecular polymer bottlebrushes Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-06 Hans F. Ulrich, Franka V. Gruschwitz, Tobias Klein, Nicole Ziegenbalg, Doan Thi Ngoc Anh, Shota Fujii, Stephanie Hoeppener, Kazuo Sakurai, Johannes C. C. Brendel
Hydrogen bonds are a versatile tool for creating fibrous, bottlebrush‐like assemblies of polymeric building blocks. However, a delicate balance of forces exists between the steric repulsion of the polymer chains and these directed supramolecular forces. In this work we have systematically investigated the influence of structural parameters of the attached polymers on the assembly behaviour of benzene
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Socialane, a Nonaprenyl Terpene Hydrocarbon Surface Lipid from the Collembola Hypogastrura socialis Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-06 Anton Möllerke, Diogo Montes Vidal, Hans Petter Leinaas, Stefan Schulz
Springtails use unique compounds for their outermost epicuticular wax layer, often of terpenoid origin. We report here the structure and synthesis of socialane, the major cuticular constituent of the Collembola Hypogastrura socialis. Socialane is also the first regular nonaprenyl terpene with a cyclic head group. The saturated side chain has seven stereogenic centers, making the determination of the
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A GFP inspired 8‐methoxyquinoline‐derived fluorescent molecular sensor for the detection of Zn2+ by two‐photon microscopy Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-06 Attila Csomos, Miklós Madarász, Gábor Turczel, Levente Cseri, Andrea Bodor, Gergely Katona, Ervin Kovács, Balázs Rózsa, Zoltán Mucsi, Anett Matuscsák
An effective, GFP‐inspired fluorescent Zn2+ sensor is developed for two‐photon microscopy and related biological application that featured an 8‐methoxyquinoline moiety. Excellent photophysical characteristics including a 37‐fold fluorescence enhancement with excitation and emission maxima at 440 nm and 505 nm, respectively, as well as a high two‐photon cross‐section of 73 GM at 880 nm are reported
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Synthesis and Isolation of a Homochiral Nanohoop Composed of a Tröger's Base and Hexaparaphenylene Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-06 Yusuke Yoshigoe, Hirotaka Shimada, Takuya Takaki, Yoshitane Imai, Shinich Saito
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Celebrating Maurizio Prato's Passion, Talent and Imagination Chem. Eur. J. (IF 4.3) Pub Date : 2024-03-06 Alberto Bianco, Marcella Bonchio, Davide Bonifazi, Tatiana Da Ros, Michele Maggini, Aurelio Mateo‐Alonso, Paolo Tecilla