Article
Chemistry, Multidisciplinary
Dante A. Castillo Molina, Taveechai Wititsuwannakul, Frank Hampel, Michael B. Hall, John A. Gladysz
Summary: Reactions of Li+[(η5-C5H5)Re(NO)(PPh3)](-) with 2- and 4-chloroquinoline or 1-chloroisoquinoline yield sigma quinolinyl and isoquinolinyl complexes. Further reactions or addition of other compounds can lead to the formation of various quinolinium salts.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Engineering, Chemical
Jianhua Chen, Jinming Wang, Yuqiong Li, Meng Liu, Yingchao Liu, Cuihua Zhao, Weiyong Cui
Summary: The study using density functional theory investigated the interaction mechanism of Z-200 with chalcopyrite and pyrite surfaces, revealing the better selectivity of Z-200 for chalcopyrite than for pyrite. The adsorption of Z-200 on chalcopyrite surface was found to be energetically favorable, while the adsorption on pyrite surface was weak, attributed to differences in surface structure and electronic properties of Cu and Fe ions.
MINERALS ENGINEERING
(2021)
Article
Chemistry, Applied
Camila R. S. Bertallo, Leonardo S. Berlim, Danilo S. Olivier, Thais R. Arroio, Amando S. Ito, Giuliano C. Clososki
Summary: In this study, 20 novel fluorescent 5-carbonylated 2-arylindolizines derivatives were synthesized through the reaction between organolithium intermediates with different electrophiles. The photophysical properties, including electronic absorption spectra, fluorescence emission, quantum yield, and Stokes shift, were evaluated to investigate the effects of substituents. The results showed variations in absorbance peaks, fluorescence emission, decay times, quantum yield values, and Stokes shifts, with DFT calculations also performed for further analysis.
Article
Chemistry, Applied
Siqi Zhu, Fang Li, Claire Empel, Sripati Jana, Chao Pei, Rene M. Koenigs
Summary: Here, we report a photocatalytic reaction of acceptor/acceptor diazoalkanes with terminal alkynes, leading to the formation of furan heterocycles. Experimental and computational studies reveal the involvement of a key triplet carbene intermediate, which undergoes addition reaction followed by cyclization. This reaction provides a mild and efficient method for the synthesis of furans using a broad range of substrates.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Chemistry, Multidisciplinary
Steven Giese, Katrin Klimov, Antal Mikehazi, Zsolt Kelemen, Daniel S. Frost, Simon Steinhauer, Peter Mueller, Laszlo Nyulaszi, Christian Mueller
Summary: The yet unknown 2-amino-substituted lambda(3),sigma(2)-phosphinines are phosphorus-containing aniline derivatives. Our experimental and theoretical investigations reveal that 2-aminophosphinines are missing links in the series of known 2-donor-functionalized phosphinines. These compounds show high pi-density at the phosphorus atom due to strong interaction with the pi-donating NR2 group.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Analytical
Lujun Wang, Wanli Gao, Siowwoon Ng, Martin Pumera
Summary: This study introduces a 3D-printed electrochemical chiral sensor functionalized with magnetic COF and BSA, showing excellent chiral recognition ability towards L-Trp compared to D-Trp. The sensor can be used for determining the concentration of L-Trp in a racemic mixture. This on-demand fabrication of protein-COF-modified electrodes offers new approaches for enantiomer recognition.
ANALYTICAL CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Motoki Tsuchiya, Hazuki Maeda, Ryo Inoue, Yasuhiro Morisaki
Summary: In this study, optically active conjugated molecules with one-handed helical structures were prepared, showing excellent chiroptical properties such as circularly polarized luminescence. Optical resolution of planar chiral pseudo-meta-disubstituted [2.2]paracyclophane was also achieved on a sub-gram scale.
CHEMICAL COMMUNICATIONS
(2021)
Article
Chemistry, Applied
Alexander K. Eltyshev, Nadezhda V. Chernysheva, Artem S. Minin, Varvara A. Pozdina, Pavel A. Slepukhin, Enrico Benassi, Nataliya P. Belskaya
Summary: This paper reports the one-pot synthesis of condensed mesoionic compounds, specifically bicyclic arylthienotriazoliumolates. These compounds were synthesized through an improved method, resulting in diverse structures with exceptional photophysical properties. The pattern of substituents decorating the mesoionic ring played a crucial role in determining the electronic distributions of the synthesized compounds.
Article
Chemistry, Physical
Manuel Nunez-Martinez, Sandra Arias, Emilio Quinoa, Ricardo Riguera, Felix Freire
Summary: A novel method for preparing stimulus-sensitive nanocomposites was described, utilizing a dynamic helical polymer PPA and silver nanoparticles, with the linkage between the metal nanoparticle and the polymer achieved through weak and adaptive supramolecular interactions. The resulting nanocomposite allows the helical polymer PPA to adopt different helical structures on the AgNPs through supramolecular adaptive mechanisms induced by appropriate external stimuli.
CHEMISTRY OF MATERIALS
(2021)
Article
Chemistry, Physical
Alexey V. Dobrydnev, Maria V. Popova, Andrii V. Yatsymyrskyi, Svitlana V. Shishkina, Yaroslav O. Chuchvera, Yulian M. Volovenko
Summary: This study describes the reaction of 2-methyl-2-(methylamino)propanenitrile and 1-(methylamino)cyclobutane-1carbonitrile with alpha-functionalized sulfonyl chlorides and the reactivity of resulting alpha-functionalized beta-enamino gamma-sultams. The substituent or functional group in the alpha-position significantly affects the reactivity of beta-enamino gamma-sultams. The study provides insight into the structure-activity relationship and proposes a simple method for predicting the reactivity of alpha-functionalized beta-enamino gamma-sultams using 1H NMR spectroscopy.
JOURNAL OF MOLECULAR STRUCTURE
(2024)
Review
Chemistry, Analytical
Shuyi Yuan, Lei Zhao, Fangqin Wang, Lilan Tan, Datong Wu
Summary: Chiral resolution is important and challenging due to the different biological activity and physicochemical property of (R)- and (S)-isomers. Optically active helical polymers have been synthesized as chiral selectors, which are used for chromatographic chiral separation and enantioselective adsorption/crystallization, with good enantioseparation efficiency.
JOURNAL OF SEPARATION SCIENCE
(2023)
Article
Chemistry, Multidisciplinary
Patricia Izquierdo-Garcia, Jesus M. Fernandez-Garcia, Josefina Perles, Israel Fernandez, Nazario Martin
Summary: In this study, a Scholl reaction controlled by electronic effects on the starting substrate was described, leading to the synthesis of different molecular nanographene structures. Density Functional Theory calculations and single crystal X-ray diffraction confirmed the control of electronic effects on the reaction mechanism. The newly synthesized molecular nanographene exhibited dual fluorescent emission.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Yongqiang Xu, Zhigang Ni, Yao Xiao, Ziwei Chen, Sisi Wang, Lizhi Gai, You-Xuan Zheng, Zhen Shen, Hua Lu, Zijian Guo
Summary: In this study, a series of helical beta-isoindigo-based B-O-B bridged aza-BODIPY analogs were synthesized conveniently. These compounds exhibited excellent spectroscopic and chiroptical properties, achieving tunable circularly polarized luminescence with the highest luminescence dissymmetry factor (g(lum)) of 1.3x10(-3) and a CPL brightness (B-CPL=11.5 M-1 cm(-1)) in the near-infrared region.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Engineering, Chemical
Wooyoung Choi, Seung Eun Choi, Jae Seung Seol, Jeong Pil Kim, Minsu Kim, Hyungjoon Ji, Ohchan Kwon, Hanim Kim, Ki Chul Kim, Dae Woo Kim
Summary: A layered composite membrane composed of nanoporous graphene and polyethylene oxide is developed, which demonstrates ultrafast H-2 permeability and moderate selectivity. The presence of nanopores and expansion of interlayer spacing significantly enhance the permeation of gas molecules.
JOURNAL OF MEMBRANE SCIENCE
(2022)
Article
Chemistry, Multidisciplinary
Arseni Borissov, Piotr J. Chmielewski, Carlos Gomez J. Garcia, Tadeusz Lis, Marcin Stepien
Summary: Diradicaloid helicenes were synthesized through a double electrophilic benzannulation strategy, resulting in structurally diverse products. The helicenes exhibited varying levels of singlet diradicaloid character and had narrow optical gaps, leading to significant absorption in the near infrared region. They also showed reversible redox chemistry and possessed intense near infrared absorptions extending beyond 2500 nm in some cases.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Physical
Xu Liu, Alessandro Mariani, Maider Zarrabeitia, Maria Enrica Di Pietro, Xu Dong, Giuseppe Antonio Elia, Andrea Mele, Stefano Passerini
Summary: Organic cations significantly influence the electrochemical performance of lithium metal batteries by affecting the coordination of FSI- and the formation of solid-electrolyte interphase (SEI). Two different LCILEs with organic cations Pyr(14)(+) and Emim(+) show differences in viscosity, Li+ transport rate, and lithium plating/stripping efficiency, resulting in improved capacity and retention in Li/EmiBE/LiNi0.8Mn0.1Co0.1O2 cells compared to PyrBE-based cells.
ENERGY STORAGE MATERIALS
(2022)
Article
Biology
Klaus Paschek, Kai Kohler, Ben K. D. Pearce, Kevin Lange, Thomas K. Henning, Oliver Trapp, Ralph E. Pudritz, Dmitry A. Semenov
Summary: The origin of life on early Earth might be closely related to the formation of ribose in carbonaceous chondrites, which is a crucial component of the RNA world. Through laboratory experiments and theoretical calculations, researchers found that the aqueous formose reaction could produce a significant amount of ribose in carbonaceous chondrites. This discovery sheds light on the possible synthesis of life-building blocks on Earth.
Article
Chemistry, Physical
Sabrina Kraeh, Iris Kachel, Oliver Trapp
Summary: Palladium-catalyzed cross-coupling reactions are efficient methods for organic synthesis, but heteroatom-containing compounds often complicate these reactions. This study introduces a highly active phosphine ligand that enables excellent yields in C-N coupling reactions at ambient temperature. The unique structure of the ligand, incorporating a silicon atom and a cyclohexane moiety, results in electron-rich properties. This ligand facilitates a broad range of coupling reactions under mild conditions in palladium catalysis.
Article
Environmental Sciences
Matilde Vieira Sanches, Rosa Freitas, Matteo Oliva, Angelica Mero, Lucia De Marchi, Alessia Cuccaro, Giorgia Fumagalli, Andrea Mezzetta, Greta Colombo Dugoni, Monica Ferro, Andrea Mele, Lorenzo Guazzelli, Carlo Pretti
Summary: The traditional use of organic solvents is being rethought due to their high volatility, toxicity, and interaction with biological membranes. Green Chemistry focuses on developing sustainable and cost-effective solvent alternatives such as Ionic Liquids (ILs), bio-based solvents, and natural deep eutectic solvents (NADESs). This study screened 15 NADESs for ecotoxicity using marine and freshwater bioassays, finding no toxicity to invertebrates but potential biostimulation effects on algae. However, the intentional or accidental release of NADESs into aquatic systems may pose risks to ecosystem functioning.
ENVIRONMENTAL SCIENCE AND POLLUTION RESEARCH
(2023)
Article
Chemistry, Applied
Valeria Vanoli, Sara Delleani, Mose Casalegno, Fabio Pizzetti, Pooyan Makvandi, Havard Haugen, Andrea Mele, Filippo Rossi, Franca Castiglione
Summary: Hydrogels based on hyaluronic acid and agarose-carbomer have attracted attention as drug delivery systems. The structure of the polymer network greatly affects the release capability of these materials. Using HR-MAS NMR spectroscopy, this study investigated the motion of drugs within the hydrogels and found evidence of superdiffusive motion, which may be responsible for the faster release of sodium salicylate.
CARBOHYDRATE POLYMERS
(2023)
Article
Biochemistry & Molecular Biology
Elisa Sturabotti, Fabrizio Vetica, Giorgia Toscano, Andrea Calcaterra, Andrea Martinelli, Luisa Maria Migneco, Francesca Leonelli
Summary: A study was conducted on the amidation conditions of N-acetyl-l-phenylalanine using TBTU and various bases for the synthesis of NAPA, a potential drug for joints diseases. The diastereoselective amidation reaction with 1,3,4,6-tetra-O-acetyl-beta-d-glucosamine showed racemization, but the use of pyridine as base showed potential for reducing racemization. Stereochemical retention under amidation conditions was studied in detail through control experiments.
Article
Engineering, Environmental
Alberto Mannu, Maria Enrica Di Pietro, Giacomo Luigi Petretto, Zoubida Taleb, Abdelhak Serouri, Safia Taleb, Alessandro Sacchetti, Andrea Mele
Summary: This study explored the treatment of used vegetable oil using seven different adsorbents and two different procedures. Significant differences were observed in density, turbidity, electrical resistance, free fatty acids (FFAs) content, and relative fatty acid distribution. The results varied depending on the adsorbent and procedure used.
WASTE MANAGEMENT & RESEARCH
(2023)
Article
Chemistry, Multidisciplinary
Valeria Vanoli, Giovanna Massobrio, Fabio Pizzetti, Andrea Mele, Filippo Rossi, Franca Castiglione
Summary: Bijels, as bicontinuous interfacially jammed emulsion gels, have attracted increasing interest as biomaterials for controlled drug delivery. Two different bijel formulations were prepared and their structures and drug transport behavior were characterized using diffusion nuclear magnetic resonance spectroscopy. The results showed that both drug concentration and bijel formulation type influenced the drug diffusion coefficient and in vitro release profiles.
Article
Chemistry, Medicinal
Simone Heitsch, Lena Carina Mayer, Yanis Luca Pignot, Oliver Trapp
Summary: Soai's asymmetric autocatalysis is a remarkable example of symmetry breaking and enantioselective amplification in the alkylation of pyrimidine-5-carbaldehydes. Zinc hemiacetalate complexes formed from the aldehydes and the chiral product alcohol were identified as highly active catalysts in this transformation. By studying the synthesis of coumarin homolog biaryl systems, it was found that they can form hemiacetals through intramolecular cyclization, with the ability to enable or disable this process depending on the tropos or atropos configuration.
Article
Multidisciplinary Sciences
Javier Marti-Rujas, Stefano Elli, Antonino Famulari
Summary: In this study, a supramolecular system with more than 20 building blocks forming large icosahedral M12L8 metal-organic cages (MOCs) was used to kinetically trap and control the formation of interlocking M12L8 nanocages, resulting in rare M12L8 TPB-ZnI2 poly-[n]-catenane. The catenanes were obtained selectively as amorphous or crystalline states, and their dynamic behavior in molecular separation was demonstrated. The study also analyzed the energy interactions in the stability of the M12L8 nanocages.
SCIENTIFIC REPORTS
(2023)
Article
Chemistry, Multidisciplinary
Matteo Busato, Giorgia Mannucci, Lorenzo Augusto Rocchi, Maria Enrica Di Pietro, Angela Capocefalo, Elisa Zorzi, Paolo Postorino, Daniele Veclani, Franca Castiglione, Andrea Martinelli, Andrea Martinelli, Paolo Postorino, Paola D'Angelo
Summary: An in-depth study was conducted on the hydrophobic eutectic mixtures formed by l-menthol with BHT, TBC, and PC compounds. Thermal characterization revealed that the BHT/MEN system behaved as an ideal eutectic, while the TBC/MEN and PC/MEN mixtures exhibited the properties of type V deep eutectic solvents. The formation of hydrogen-bond interactions in the BHT/MEN mixtures was hindered due to steric hindrance in the BHT molecule, whereas the TBC-MEN and PC-MEN mixtures were driven by the donor-receptor H-bond and self-association through H-bonded networks, respectively. This study provides valuable insights into the structure-properties relationship of deep eutectic solvents.
ACS SUSTAINABLE CHEMISTRY & ENGINEERING
(2023)
Article
Chemistry, Multidisciplinary
G. de Araujo Lima e Souza, M. E. Di Pietro, V. Vanoli, W. Panzeri, F. Briatico-Vangosa, F. Castiglione, A. Mele
Summary: Hydrophobic non-ionic eutectogels (HEG) were prepared from hydrophobic non-ionic (type V) eutectic solvents (HES) using a simple one-pot procedure and a low-cost low molecular weight gelator. The gels were stable and homogeneous, and exhibited increased diffusive motion compared to pure HES, indicating potential applications for solid-like yet mobile systems.
MATERIALS TODAY CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Javier Marti-Rujas, Stefano Elli, Alessandro Zanotti, Antonino Famulari, Franca Castiglione
Summary: Achieving host-guest molecular recognition inside large and neutral metal-organic cages is challenging, but this study successfully demonstrated preferential molecular recognition of aromatics using interlocked icosahedral MOCs. The results provide potential applications for molecular sensors.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Pharmacology & Pharmacy
Andrea Fiorati, Francesca Baldassarre, Laura Riva, Stefano Tacconi, Concetta Nobile, Viviana Vergaro, Roberto Grisorio, Lucio Melone, Andrea Mele, Luciana Dini, Carlo Punta, Giuseppe Ciccarella
Summary: In this study, a spray drying process was used to produce nanostructured microsponges from TEMPO oxidized cellulose nanofibers (TOCNF). Different formulations were prepared by adjusting the oxidation degree of the nanofibers and the ratios of crosslinkers. The microsponges obtained from TOCNF with the highest carboxylic group content showed good colloidal stability and desired particle size. The microsponges were chemically characterized and exhibited pH-responsive swelling and drug release behavior. Moreover, the microsponges derived from formulations without citric acid were found to be biocompatible based on in vitro tests on gastric cancer cells.
JOURNAL OF DRUG DELIVERY SCIENCE AND TECHNOLOGY
(2023)
Article
Chemistry, Multidisciplinary
Constanze Sydow, Fabian Sauer, Alexander F. Siegle, Oliver Trapp
Summary: Peptides play essential roles in the structure and catalytic functions of living organisms. The formation of peptides faces thermodynamic and kinetic barriers. Recent studies have explored various formation scenarios during the origin of life, including iron(III)-catalyzed condensations. However, iron(III)-catalysts often have low catalytic activity at elevated temperatures. This study demonstrates that reduced iron activated by acetic acid efficiently mediates peptide formation, providing a potential pathway for the formation of the first peptides in anoxic environments.
