Article
Chemistry, Multidisciplinary
Falk Ebeler, Yury V. Vishnevskiy, Beate Neumann, Hans-Georg Stammler, Rajendra S. Ghadwal
Summary: Mesoionic dithiolates ligands were synthesized by reacting with elemental sulfur, and were then used to form germylene and catenation products with other compounds. The structures and electronic properties of these compounds were studied.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Article
Chemistry, Multidisciplinary
Kelsie E. Wentz, Andrew Molino, Sarah L. Weisflog, Aishvaryadeep Kaur, Diane A. Dickie, David J. D. Wilson, Robert J. Gilliard
Summary: The study explores the synthesis of carbene-stabilized monoanionic borafluorenes as a new platform for constructing high-value boracyclic materials, demonstrating their potential for forming novel boron-containing compounds.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Organic
Qiang Zheng, Xin Li, Katarzyna Kurpiewska, Alexander Domling
Summary: A concise and one-pot method for synthesizing imidazo-fused heterocycle dimers with tunable fluorescent properties has been developed, which allows for the control of emission colors by substituent manipulation.
Article
Chemistry, Organic
Qiang Zheng, Xin Li, Katarzyna Kurpiewska, Alexander Domling
Summary: A short and concise one-pot synthesis of imidazo-fused heterocycle dimers with tunable fluorescent properties has been developed using glyoxal dimethyl acetal in the Groebke-Blackburn-Bienayme (GBB) three-component reaction. This innovative method produced a new series of fluorescence-tunable imidazo-fused heterocycle dimers with a broad substrate scope and good yields. Luminescence studies showed that these GBB-dimers possess color-tunable properties, with emission colors changing successively from blue to green and yellow through easy substituent control.
Article
Chemistry, Multidisciplinary
Emely Freytag, Marco Holzapfel, Asim Swain, Gerhard Bringmann, Matthias Stolte, Frank Wuerthner, Christoph Lambert
Summary: Yamamoto homocoupling of two chiral oxindoles led to the formation of an axially chiral oxindole dimer. This dimer served as the starting material for the syntheses of axially chiral squaraine and merocyanine chromophore dimers. The chiroptical properties of these dimers, including high ECD signals and circularly polarised emission, were analyzed using computational calculations, which showed that exciton coupling is the dominant contributor to the rotational strength.
Article
Chemistry, Multidisciplinary
Dongari Yadagiri, Pazhamalai Anbarasan
Summary: This article discusses the synthesis of heterocyclic compounds starting from N-sulfonyl-1,2,3-triazoles and alpha-diazocarbonyl compounds using transition metal catalysts. Functionalization of alpha-imino(carbonyl) metal carbenes has been achieved through in-situ generated metal-stabilized ylides, leading to the efficient synthesis of various synthetically important intermediates and heterocyclic compounds.
Article
Chemistry, Applied
Emmanuel Campos-Dominguez, Jose Vasquez-Perez, Susana Rojas-Lima, Heraclio Lopez-Ruiz, Daniel Mendoza-Espinosa
Summary: This study describes the synthesis and characterization of a series of novel compounds, as well as the evaluation of their catalytic activity in organic reactions.
APPLIED ORGANOMETALLIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Robert Eichelmann, Joachim Ballmann, Lutz H. Gade
Summary: Tetraazacoronenes were synthesized from bay-functionalized tetraazaperylenes by Zr-mediated cyclization and four-fold Suzuki-Miyaura cross coupling. The use of bis(pinacolatoboryl)vinyltrimethylsilane as a C-2 building block resulted in the desired tetraazacoronene target compound, along with the condensed azacoronene dimer and higher oligomers. The extended azacoronenes exhibited highly resolved UV/Vis absorption bands with increased extinction coefficients for the aromatic cores and fluorescence quantum yields of up to 80% at 659 nm.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Mingxin Liu, Nguyen Le, Christopher Uyeda
Summary: Nickel catalysts promote nucleophilic cyclopropanation reactions using CH2Cl2 as a methylene source and Mn as a stoichiometric reductant. The substrate scope includes a broad range of alkenes bearing electron-withdrawing substituents, and enantioselective cyclopropanations have been developed using chiral PyBox ligands. Mechanistic studies suggest the intermediacy of a (PyBox)Ni=CH2 species and DFT models provide a rationale for the nucleophilic character of the nickel carbene and the sense of enantioinduction.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Yizhi Zhang, Gang Zhou, Xingxing Gong, Zhuanzhuan Guo, Xiaotian Qi, Xiao Shen
Summary: In this study, a novel visible-light-induced transition-metal-free cyclopropanation reaction of alkenes was reported. The reaction exhibited high selectivity and was suitable for various alkene substrates, demonstrating its synthetic potential in gram-scale reactions and late-stage functionalization.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Organic
Arpan Das, Jasimuddin Ahmed, N. M. Rajendran, Debashis Adhikari, Swadhin K. Mandal
Summary: The study successfully synthesized and characterized an imidazole-based radical 2, which was proven to be a single electron transfer reagent and utilized as an organic electron donor in various organic transformations under ambient conditions.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Rajeev C. Nishad, Arnab Rit
Summary: Multi-ligand self-assembly was used to achieve hexanuclear organometallic cages with Ag-I-N-heterocyclic carbene built, [Ag-6(3a,b)(4)](PF6)(6), from the reaction of benzimidazole-derived tris(azolium) salts [H-3-3a,b](PF6)(3) with Ag2O. The molecular structures of the cages were determined by X-ray diffraction studies, NMR, and MS analyses, with the existence of a single assembly in solution supported by DOSY H-1 NMR spectra. Transmetalation reactions of these self-assembled complexes resulted in various coinage metal-NHC complexes, including the first example of a hexanuclear Cu-I-dodecacarbene complex, [Cu-6(3b)(4)](PF6)(6).
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Multidisciplinary
Ahmed Hassoon Mageed, Karrar Al-Ameed
Summary: We synthesized a series of cyclophanes containing imidazole-2-selone groups and determined their structural behavior through various spectroscopic and crystallographic methods. The cyclophanes showed different conformations depending on the linking groups and their environment. The density functional analysis provided insights into the stability of the compounds and their conformations.
Article
Chemistry, Multidisciplinary
Arne Merschel, Yury V. Vishnevskiy, Beate Neumann, Hans-Georg Stammler, Rajendra S. Ghadwal
Summary: An unprecedented ring-opening of mesoionic carbenes (iMICs) based on an 1,3-imidazole scaffold to yield N-ethynylformimidamide (eFIM) derivatives as crystalline solids. The eFIMs are thermally stable under an inert atmosphere and show moderate air stability. They are excellent surrogates of iMICs and readily undergo ring-closing click reactions with a variety of main-group as well as transition metal Lewis acids to form challenging iMIC-compounds in good to excellent yields.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Review
Chemistry, Medicinal
Aysun capci, Lars Herrmann, Halmuthur M. Sampath Kumar, Tony Froehlich, Svetlana B. Tsogoeva
Summary: Considerable progress has been made in the development of new effective antimalarial, anticancer, and antiviral agents using the recently developed dimer approach. The activity of artemisinin-based dimers has significantly improved compared to monomers, with no toxicity to normal cells and fewer side effects. This high potential concept has led to the discovery of many new artemisinin-derived dimer compounds with promising biological activities.
MEDICINAL RESEARCH REVIEWS
(2021)
Review
Chemistry, Multidisciplinary
Cassie Pratley, Sabine Fenner, John A. Murphy
Summary: The chemistry of nitrogen-centered radicals has wide applications in organic synthesis, particularly in recent advances such as C-H amination and the (di)amination of alkenes. The efficient functionalization of sp(2) moieties allows for faster synthesis of challenging structures. Additionally, the reactivity of nitrogen-centered radicals can be harnessed for the rapid construction of N-heterocycles.
Article
Chemistry, Physical
Alexander van Teijlingen, Hamish W. A. Swanson, King Hang Aaron Lau, Tell Tuttle
Summary: This study develops a simulation method for biochemical systems that considers pH dependence and demonstrates its effectiveness through experimental validation.
JOURNAL OF PHYSICAL CHEMISTRY LETTERS
(2022)
Article
Chemistry, Multidisciplinary
Sumanta Banerjee, Peter A. Macdonald, Samantha A. Orr, Alan R. Kennedy, Alexander van Teijlingen, Stuart D. Robertson, Tell Tuttle, Robert E. Mulvey
Summary: A series of unique aluminates have been synthesized, and it was found that the alkali metal has a significant influence on their properties. Theoretical calculations showed that dispersion forces have a greater impact on stability than electrostatic forces.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Review
Chemistry, Multidisciplinary
Maithreyi Ramakrishnan, Alexander van Teijlingen, Tell Tuttle, R. V. Ulijn
Summary: Interest in peptide-based supramolecular materials has grown extensively since the 1980s and the application of computational methods has paralleled this. Computational methods contribute to the understanding of experimental observations and inform the design of new supramolecular systems. Recent advancements in methodology development have shown that the integration between experiment and computation in this field is becoming seamless.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Medicinal
Robert J. Cordina, Beccy Smith, Tell Tuttle
Summary: In this study, metrics for measuring crystallinity were proposed and used to determine the polymorphic states of triacylglycerides in simulation trajectories.
JOURNAL OF CHEMICAL INFORMATION AND MODELING
(2022)
Article
Chemistry, Physical
Robert J. Cordina, Beccy Smith, Tell Tuttle
Summary: In this study, a new force field (FF) called COarse-Grained Interchangeable Triacylglyceride-Optimized FF is developed and validated for pure triacylglyceride systems. The FF accurately reproduces the macroscopic properties of pure triacylglycerides and can be applied to both saturated and unsaturated TAGs. Molecules not used in the development of the FF can be described simply by interchanging the bead in the molecule topologies.
JOURNAL OF CHEMICAL THEORY AND COMPUTATION
(2023)
Article
Chemistry, Organic
Daniela Dimitrova, Connor McMahon, Alan R. Kennedy, John A. Parkinson, Stuart G. Leach, Lee T. Boulton, David D. Pascoe, John A. Murphy
Summary: A novel method utilizing novel Mannich-type salts was developed for the preparation of aminoalkylaminomethyl products. The method showed good nucleophile scope and was applicable to reactions under basic, acidic, and neutral conditions, successfully synthesizing a wide range of diamine products.
Article
Chemistry, Medicinal
Charlotte Hind, Melanie Clifford, Charlotte Woolley, Jane Harmer, Leah M. C. McGee, Izaak Tyson-Hirst, Henry J. Tait, Daniel P. Brooke, Stephanie J. Dancer, Iain S. Hunter, Colin J. Suckling, Rebecca Beveridge, John A. Parkinson, J. Mark Sutton, Fraser J. Scott
Summary: MGB-BP-3, a potential first-in-class antibiotic, has completed Phase IIa clinical trials for the treatment of Clostridioides difficile associated disease. It inhibits the growth of Gram-positive bacteria significantly, but has limited activity against Gram-negative bacteria. The mechanism of action involves interference with bacterial topoisomerases, highlighting the potential for further design iterations to achieve Gram-negative activity.
ACS INFECTIOUS DISEASES
(2022)
Review
Chemistry, Multidisciplinary
Alexander van Teijlingen, Melissa C. Smith, Tell Tuttle
Summary: The success of computational experiments depends on reliable predictions and the time required for obtaining results. Biomolecular interactions range from quantum mechanical level to in vivo studies, with coarse-grained molecular dynamics, using the Martini force fields, being a widely used approach. The Martini force field has demonstrated its suitability for a broad range of applications and has been continuously developed and improved. This Account focuses on the self-assembly of short peptides in aqueous environments and analyzes the effects of the Martini solvent model and different bead definitions on the system behavior. A study of dipeptide self-assembly using different versions of Martini force fields is included to examine their ability to reproduce this behavior.
ACCOUNTS OF CHEMICAL RESEARCH
(2023)
Article
Chemistry, Multidisciplinary
Peter A. Macdonald, Sumanta Banerjee, Alan R. Kennedy, Alexander van Teijlingen, Stuart D. Robertson, Tell Tuttle, Robert E. Mulvey
Summary: The catalytic reduction of aldimines and ketimines to amines using 1,4-dicyclohexadiene as the transfer hydrogenation agent has been studied. s-block pre-catalysts, specifically 1-metallo-2-tert-butyl-1,2-dihydropyridines (M(tBuDHP)), where M=Li-Cs, have been employed for this purpose. The efficiency of the catalysts shows a clear trend with the heavier alkali metal tBuDHPs demonstrating superior performance. Among the various catalysts, Cs(tBuDHP) is found to be the optimal pre-catalyst, yielding quantitative amine products within minutes at room temperature using only 5 mol % catalyst. Density Functional Theory (DFT) calculations support the experimental findings and suggest that Cs has a lower rate determining step compared to Li in its pathway.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Robert J. Cordina, Beccy Smith, Tell Tuttle
Summary: This study uses the COGITO force field to predict the thermodynamic melting point of pure triacylglyceride crystals through molecular dynamics simulations. The robustness of the force field and the direct heating methodology are tested using different types of triacylglycerides. More simulations are needed to ensure convergence of results due to the nonequilibrium nature of melting systems. The presence of void defects significantly lowers the nucleation energy barrier and prevents superheating, allowing accurate prediction of melting points.
JOURNAL OF COMPUTATIONAL CHEMISTRY
(2023)
Article
Chemistry, Organic
Joseph M. Anderson, Nicholas D. Measom, John A. . Murphy, Darren L. Poole
Summary: Here, we present a decarboxylative Minisci hetero-arylation study at the bridge positions. Through a simple and photocatalyst-free process, free bridge carboxylic acids are directly coupled with nonprefunctionalized heteroarenes to yield polysubstituted BCP and oBCH derivatives in high yields. Furthermore, the impact of the BCP core on the physicochemical properties of a representative example compared to its all-aromatic ortho- and meta-substituted analogues is evaluated.
Review
Biochemistry & Molecular Biology
Filip S. Meger, John A. Murphy, Fawaz Aldabbagh
Summary: The functionalisation of C-H bonds has been a significant advancement in synthetic methodology, allowing for new retrosynthetic disconnections and providing simple synthetic equivalents for synthons. Hydrogen atom transfer (HAT) has emerged as a powerful synthetic tool, thanks to recent developments in photoredox catalysis and electrochemistry. These developments have enabled the introduction of various functional groups into C-H bonds and the development of more site-selective protocols.
Article
Chemistry, Physical
Bharti Koshti, Hamish W. A. Swanson, Basil Wilson, Vivekshinh Kshtriya, Soumick Naskar, Hanuman Narode, King Hang Aaron Lau, Tell Tuttle, Nidhi Gour
Summary: Self-assembly of modified amino acids allows the formation of unique structures with special properties, making them excellent bio-organic scaffolds for various applications. The self-assembly of Fmoc protected single amino acids has gained attention due to their ease of synthesis and use as functional materials. By controlling the solvent and environmental parameters, the morphologies resulting from self-assembly of Fmoc modified aliphatic single amino acids can be tuned, providing a bottom-up approach for the design of distinct micro/nanostructures.
PHYSICAL CHEMISTRY CHEMICAL PHYSICS
(2023)
Article
Chemistry, Multidisciplinary
Alexander M. Prophet, Kritanjan Polley, Gary J. Van Berkel, David T. Limmer, Kevin R. Wilson
Summary: The oxidation kinetics of iodide by ozone at the air-water interface is studied in single microdroplets. Molecular simulations and kinetic modeling are used to understand the underlying multiphase mechanism.
Article
Chemistry, Multidisciplinary
Rong Zhang, Jiajing Lan, Fei Wang, Shumei Chen, Jian Zhang
Summary: By utilizing 1,1'-ferrocene dicarboxylic acid as a chelating and surface protection ligand, we have synthesized multi-nuclear indium oxide clusters with varying nuclear sizes, including heptanuclear and thirteen-nuclear clusters. These clusters possess labile coordination sites, allowing for structural modification and self-assembly, resulting in the formation of various cluster structures.
Article
Chemistry, Multidisciplinary
Hui Wang, Hui Liu, Mingsen Wang, Jiaheng Hou, Yongjun Li, Yuancheng Wang, Yingjie Zhao
Summary: Two supramolecular complexes were prepared using CBs and M1, and their single-crystal structures were analyzed by SCXRD. The unexpected 1:2 self-assembly structure between M1 and CB[8] was discovered for the first time. These complexes exhibit unique photophysical properties and provide valuable information about the structure and photophysical properties of supramolecular complexes.
Article
Chemistry, Multidisciplinary
Chang-Hee Lee, Sookil Park, Sanggil Kim, Ji Young Hyun, Hyun Soo Lee, Injae Shin
Summary: The epidermal growth factor receptor (EGFR) is a cell-surface glycoprotein involved in cell proliferation and tumor development. This study used a fluorescently labeled EGFR to investigate its time-dependent endocytosis in live cells and found that appended glycans affect EGFR internalization. Additionally, the study detected sialic acid residues attached to EGFR on the live cell surface using FRET-based imaging. This research provides valuable insights into the cellular functions of EGFR.
Article
Chemistry, Multidisciplinary
Subhankar Sahu, Lokesh Kumar, Sumita Das, Dipti Gupta, Ruchi Anand
Summary: This study proposes a strategy that combines organic electronics with biosensor scaffolds to create a compact device for monitoring environmental aromatic pollution. By coupling biosensing protein MopR with an organic electrochemical transistor (OECT), a sensor module capable of efficient detection of phenol was designed. Exclusive phenol detection with minimal loss of sensitivity could be achieved in complex pollutant mixtures and real environmental samples.
Review
Chemistry, Multidisciplinary
Changseok Lee, Hyung-Joon Kang, Sungwoo Hong
Summary: The formation of C-N bonds through hydroamination reactions catalyzed by nickel hydrides has been a topic of recent interest. This approach offers a way to efficiently transform a variety of alkene and alkyne substrates into compounds enriched with C-N bonds. The review provides a concise overview of the underlying reaction mechanisms and aims to stimulate further progress in NiH-catalytic techniques and catalyst design.
Article
Chemistry, Multidisciplinary
Yueci Wu, Lu-Lu Sun, Hai-Hao Han, Xiao-Peng He, Weiguo Cao, Tony D. James
Summary: Drug-induced liver injury (DILI) is a common cause of acute liver failure in the USA and Europe, but most cases can be recovered or prevented by discontinuing the offending drug. Recent research has found that peroxynitrite (ONOO-) can be used as a potential indicator for early diagnosis of DILI, and there is an urgent need to establish a method to detect and track peroxynitrite in DILI cases. In this study, a FRET-based nano fluorescent probe CD-N-I was developed, which showed high selectivity and sensitivity in detecting peroxynitrite. The probe successfully detected exogenous peroxynitrite in live cells and endogenous peroxynitrite in APAP-induced liver injury of HepG2 cells.
Article
Chemistry, Multidisciplinary
Dmitry L. Lipilin, Mikhail O. Zubkov, Mikhail D. Kosobokov, Alexander D. Dilman
Summary: This article describes a direct photocatalytic method for the thiolation of unprotected acids, which was previously challenging. By using a thionocarbonate reagent with an N-O bond, the efficient conversion of carboxylic acids to thiols is achieved.
Article
Chemistry, Multidisciplinary
Jason Malenfant, Lucille Kuster, Yohann Gagne, Kouassi Signo, Maxime Denis, Sylvain Canesi, Mathieu Frenette
Summary: Raman microscopy can reveal compound-specific vibrational fingerprints without sample preparation. The combination of efficient theoretical calculations and a user-friendly software can accurately predict peak positions and provide match scores to assist with structure determination.
Article
Chemistry, Multidisciplinary
Jayoh A. Hernandez, Paul S. Micus, Sean Alec Lois Sunga, Luca Mazzei, Stefano Ciurli, Gabriele Meloni
Summary: Essential trace metals play crucial roles in the survival and virulence of bacterial pathogens. Helicobacter pylori requires nickel for colonization and persistence in the stomach, and NixA is an essential nickel transporter in this process. This study characterizes the selectivity and electrogenic nature of NixA-mediated nickel transport.
Article
Chemistry, Multidisciplinary
Tarali Devi, Kuheli Dutta, Jennifer Deutscher, Stefan Mebs, Uwe Kuhlmann, Michael Haumann, Beatrice Cula, Holger Dau, Peter Hildebrandt, Kallol Ray
Summary: This study emphasizes the importance of subtle electronic changes and secondary interactions in the stability of biologically relevant metal-dioxygen intermediates. It also shows that the role of the chloride ligand in stabilizing the Fe-III-(OOBu)-Bu-t moiety can extend to other anions, including the thiolate ligand.
Article
Chemistry, Multidisciplinary
Jacqueline R. Santhouse, Jeremy M. G. Leung, Lillian T. Chong, W. Seth Horne
Summary: By studying the folding kinetics and mechanism of the BdpA sequence, researchers found that altering the backbone connectivity can affect protein folding. This suggests that protein mimetic chains have a significant degree of plasticity in transitioning between unfolded and folded states.
Article
Chemistry, Multidisciplinary
Divanshu Gupta, Ralf Einholz, Holger F. Bettinger
Summary: This study presents the first direct spectroscopic evidence of a cyclic seven-membered iminoborane. Compared to linear amino-iminoboranes, this cyclic iminoborane exhibits weakened bond strength and lower Lewis acidity value. The study suggests that the reduced ring strain of cyclic iminoborane prevents nitrogen fixation but allows facile (2 + 2) cycloaddition reaction with C2H4.
Article
Chemistry, Multidisciplinary
Renny Mathew, Aniruddha Mazumder, Praveen Kumar, Julie Matula, Sharmarke Mohamed, Petr Brazda, Mahesh Hariharan, Brijith Thomas
Summary: This study reveals the packing arrangement of partially disordered nitro-perylenediimide (NO2-PDI) using a synergistic approach that combines 3D ED, ssNMR, and DFT techniques. By overcoming these challenges, this methodology opens up new avenues for material characterization, driving exciting advancements in the field.