@article{MTMT:34747843,
title = {Synthesis of Mono-, Di-, Tri-, and Tetra-cationic Pyridinium and Vinylpyridinium Modified [2.2]Paracyclophanes: Modular Receptors for Supramolecular Systems},
url = {https://m2.mtmt.hu/api/publication/34747843},
author = {Wang, Y. and Li, Y. and Fuhr, O. and Nieger, M. and Hassan, Z. and Bräse, S.},
doi = {10.1002/open.202400024},
journal-iso = {CHEMISTRYOPEN},
journal = {CHEMISTRYOPEN},
unique-id = {34747843},
issn = {2191-1363},
abstract = {In this report, a new series of mono-, di-, tri-, and tetra-cationic pyridinium and vinyl pyridinium-modified [2.2]paracyclophanes as useful molecular tectons for supramolecular systems are described. Regioselective functionalization at specific positions, followed by resolution step and successive transformations through Pd-catalyzed Suzuki-Miyaura and Mizoroki-Heck cross-coupling chemistry furnish a series of modular PCP scaffolds. In our proof-of-concept study, on N-methylation, the PCPs bearing (cationic) pyridyl functionalities were demonstrated as useful molecular receptors in host-guest supramolecular assays. The PCPs on grafting with light-responsive azobenzene (−N=N−) functional core as side-groups impart photosensitivity that can be remotely transformed on irradiation, offering photo-controlled smart molecular functions. Furthermore, the symmetrical PCPs bearing bi-, and tetra-pyridyl functionalities at the peripheries have enormous potential to serve as ditopic and tetratopic 3D molecular tectons for engineering non-covalent supramolecular assemblies with new structural and functional attributes. © 2024 The Authors. ChemistryOpen published by Wiley-VCH GmbH.},
keywords = {ALKYLATION; supramolecular chemistry; SCAFFOLDS; Cross-couplings; Supramolecular interactions; Supramolecular interactions; [2.2]Paracyclophane; [2.2]Paracyclophane; MOLECULAR RECEPTORS; MOLECULAR RECEPTORS; Cationics; 3D Molecular Tectons; Cationic Pyridines; Cross-coupling chemistry; 3d molecular tecton; Cationic pyridine; Coupling chemistry; Cross-coupling chemistry; Tectons},
year = {2024},
eissn = {2191-1363}
}
@article{MTMT:34744332,
title = {Ultraviolet Light-Assisted Decontamination of Chemical Warfare Agent Simulant 2-Chloroethyl Phenyl Sulfide on Metal-Loaded TiO2/Ti Surfaces},
url = {https://m2.mtmt.hu/api/publication/34744332},
author = {Jang, H.J. and Yun, G. and Shim, H. and Hwang, S.Y. and Kim, S.Y. and Kim, J. and Jung, H. and Khan, M.M. and Sohn, Y.},
doi = {10.1002/open.202300246},
journal-iso = {CHEMISTRYOPEN},
journal = {CHEMISTRYOPEN},
unique-id = {34744332},
issn = {2191-1363},
year = {2024},
eissn = {2191-1363}
}
@article{MTMT:34740707,
title = {Computational Design of Phosphotriesterase Improves V-Agent Degradation Efficiency},
url = {https://m2.mtmt.hu/api/publication/34740707},
author = {Kronenberg, J. and Chu, S. and Olsen, A. and Britton, D. and Halvorsen, L. and Guo, S. and Lakshmi, A. and Chen, J. and Kulapurathazhe, M.J. and Baker, C.A. and Wadsworth, B.C. and Van, Acker C.J. and Lehman, J.G. III and Otto, T.C. and Renfrew, P.D. and Bonneau, R. and Montclare, J.K.},
doi = {10.1002/open.202300263},
journal-iso = {CHEMISTRYOPEN},
journal = {CHEMISTRYOPEN},
unique-id = {34740707},
issn = {2191-1363},
year = {2024},
eissn = {2191-1363}
}
@article{MTMT:34594491,
title = {Decoration of 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid (DOTA) with N-oxides increases the T1 relaxivity of Gd-complexes},
url = {https://m2.mtmt.hu/api/publication/34594491},
author = {Kerpa, Svenja and Schulze, Verena R. and Holzapfel, Malte and Cvancar, Lina and Fischer, Markus and Maison, Wolfgang},
doi = {10.1002/open.202300298},
journal-iso = {CHEMISTRYOPEN},
journal = {CHEMISTRYOPEN},
unique-id = {34594491},
issn = {2191-1363},
abstract = {High complex stability and longitudinal relaxivity of Gd-based contrast agents are important requirements for magnetic resonance imaging (MRI) because they ensure patient safety and contribute to measurement sensitivity. Charged and zwitterionic Gd3+-complexes of the well-known chelator 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid (DOTA) provide an excellent basis for the development of safe and sensitive contrast agents. In this report, we describe the synthesis of DOTA-NOx, a DOTA derivative with four N-oxide functionalities via "click" functionalization of the tetraazide DOTAZA. The resulting complexes Gd-DOTA-NOx and Eu-DOTA-NOx are stable compounds in aqueous solution. NMR-spectroscopic characterization revealed a high excess of the twisted square antiprismatic (TSAP) coordination geometry over square antiprismatic (SAP). The longitudinal relaxivity of Gd-DOTA-NOx was found to be r(1)=7.7 mm(-1) s(-1) (1.41 T, 37 degrees C), an unusually high value for DOTA complexes of comparable weight. We attribute this high relaxivity to the steric influence and an ordering effect on outer sphere water molecules surrounding the complex generated by the strongly hydrated N-oxide groups. Moreover, Gd-DOTA-NOx was found to be stable against transchelation with high excess of EDTA (200 eq) over a period of 36 h, and it has a similar in vitro cell toxicity as clinically used DOTA-based GBCAs.},
keywords = {Magnetic resonance imaging (MRI); T-1 relaxivity; N-oxides; Gadolinium based contrast agents; Tetraazacyclododecane-1,4,7,10-tetraacetic acid (DOTA); Cu-catalyzed azide alkyne cycloaddition (CuAAC)},
year = {2024},
eissn = {2191-1363},
orcid-numbers = {Holzapfel, Malte/0009-0005-8373-8776}
}
@article{MTMT:34485042,
title = {Cinchona‐Based Hydrogen‐Bond Donor Organocatalyst Metal Complexes: Asymmetric Catalysis and Structure Determination},
url = {https://m2.mtmt.hu/api/publication/34485042},
author = {Nagy, Sándor and Richter, Dóra and Dargó, Gyula and Orbán, Balázs and Gémes, Gergő and Höltzl, Tibor and Garádi, Zsófia and Fehér, Zsuzsanna and Kupai, József},
doi = {10.1002/open.202300180},
journal-iso = {CHEMISTRYOPEN},
journal = {CHEMISTRYOPEN},
volume = {13},
unique-id = {34485042},
issn = {2191-1363},
abstract = {In this study, we describe the synthesis of cinchona (thio)squaramide and a novel cinchona thiourea organocatalyst. These catalysts were employed in pharmaceutically relevant catalytic asymmetric reactions, such as Michael, Friedel–Crafts, and A 3 coupling reactions, in combination with Ag(I), Cu(II), and Ni(II) salts. We identified several organocatalyst‐metal salt combinations that led to a significant increase in both yield and enantioselectivity. To gain insight into the active catalyst species, we prepared organocatalyst‐metal complexes and characterized them using HRMS, NMR spectroscopy, and quantum chemical calculations (B3LYP‐D4/def2‐TZVP), which allowed us to establish a structure‐activity relationship.},
keywords = {structure elucidation; cinchona; metal complex; asymmetric catalysis; Hydrogen-bond donor},
year = {2024},
eissn = {2191-1363},
orcid-numbers = {Nagy, Sándor/0000-0001-6251-5382; Richter, Dóra/0000-0002-0072-0898; Dargó, Gyula/0000-0003-4997-5151; Garádi, Zsófia/0000-0002-0152-2746; Kupai, József/0000-0002-4212-4517}
}
@article{MTMT:34578854,
title = {Unraveling Reactivity Pathways: Dihydrogen Activation and Hydrogenation of Multiple Bonds by Pyramidalized Boron-Based Frustrated Lewis Pairs},
url = {https://m2.mtmt.hu/api/publication/34578854},
author = {Mondal, Himangshu and Chattaraj, Pratim Kumar},
doi = {10.1002/open.202300179},
journal-iso = {CHEMISTRYOPEN},
journal = {CHEMISTRYOPEN},
unique-id = {34578854},
issn = {2191-1363},
abstract = {The activation of H2 by pyramidalized boron-based frustrated Lewis Pairs (FLPs) (B/E-FLP systems where "E" refers to N, P, As, Sb, and Bi) have been explored using density functional theory (DFT) based computational study. The activation pathway for the entire process is accurately characterized through the utilization of the activation strain model (ASM) of reactivity, shedding light on the underlying physical factors governing the process. The study also explores the hydrogenation process of multiple bonds with the help of B/N-FLP. The research findings demonstrate that the liberation of activated dihydrogen occurs in a synchronized, albeit noticeably asynchronous, fashion. The transformation is extensively elucidated using the activation strain model and the energy decomposition analysis. This approach suggests a co-operative double hydrogen-transfer mechanism, where the B-H hydride triggers a nucleophilic attack on the carbon atom of the multiple bonds, succeeded by the migration of the protic N-H.A DFT-based study explores the H2 activation by pyramidalized boron-based B/E-FLP (E=N, P, As, Sb and Bi, etc.) systems. The study also highlights the hydrogenation process of multiple bonds with the help of B/N-FLP.image},
keywords = {density functional theory; frustrated Lewis pairs; energy decomposition analysis; Main group chemistry; activation strain model},
year = {2023},
eissn = {2191-1363}
}
@article{MTMT:34348608,
title = {Experimental and Theoretical Investigations of MAPbX3-Based Perovskites (X=Cl, Br, I) for Photovoltaic Applications},
url = {https://m2.mtmt.hu/api/publication/34348608},
author = {Mehra, Sonali and Pandey, Rahul and Madan, Jaya and Sharma, Rajnish and Goswami, Lalit and Gupta, Govind and Singh, Vidya Nand and Srivastava, Avanish Kumar and Sharma, Shailesh Narain},
doi = {10.1002/open.202300055},
journal-iso = {CHEMISTRYOPEN},
journal = {CHEMISTRYOPEN},
unique-id = {34348608},
issn = {2191-1363},
abstract = {This work mainly focuses on synthesizing and evaluating the efficiency of methylammonium lead halide-based perovskite (MAPbX(3) ; X=Cl, Br, I) solar cells. We used the colloidal Hot-injection method (HIM) to synthesize MAPbX(3) (X=Cl, Br, I) perovskites using the specific precursors and organic solvents under ambient conditions. We studied the structural, morphological and optical properties of MAPbX(3) perovskites using XRD, FESEM, TEM, UV-Vis, PL and TRPL (time-resolved photoluminescence) characterization techniques. The particle size and morphology of these perovskites vary with respect to the halide variation. The MAPbI(3) perovskite possesses a low band gap and low carrier lifetime but delivers the highest PCE among other halide perovskite samples, making it a promising candidate for solar cell technology. To further enrich the investigations, the conversion efficiency of the MAPbX(3) perovskites has been evaluated through extensive device simulations. Here, the optical constants, band gap energy and carrier lifetime of MAPbX(3) were used for simulating three different perovskite solar cells, namely I, Cl or Br halide-based perovskite solar cells. MAPbI(3) , MAPbBr(3) and MAPbCl(3) absorber layer-based devices showed similar to 13.7 %, 6.9 % and 5.0 % conversion efficiency. The correlation between the experimental and SCAPS simulation data for HIM-synthesized MAPBX(3) -based perovskites has been reported for the first time.},
keywords = {simulation; Colloidal synthesis; halide perovskites; SCAPS-1D; Hot injection},
year = {2023},
eissn = {2191-1363},
orcid-numbers = {Singh, Vidya Nand/0000-0002-4691-3142}
}
@article{MTMT:34298886,
title = {Synthesis and Characterization of Ultra-Small Gold Nanoparticles in the Ionic Liquid 1-Ethyl-3-methylimidazolium Dicyanamide, [Emim][DCA]},
url = {https://m2.mtmt.hu/api/publication/34298886},
author = {Hildebrandt, Jana and Taubert, Andreas and Thuenemann, Andreas F.},
doi = {10.1002/open.202300106},
journal-iso = {CHEMISTRYOPEN},
journal = {CHEMISTRYOPEN},
unique-id = {34298886},
issn = {2191-1363},
abstract = {We report on gold clusters with around 62 gold atoms and a diameter of 1.15 +/- 0.10 nm. Dispersions of the clusters are long-term stable for two years at ambient conditions. The synthesis was performed by mixing tetrachloroauric acid (HAuCl4 center dot 3 H2O) with the ionic liquid 1-ethyl-3-methylimidazolium dicyanamide ([Emim][DCA]) at temperatures of 20 to 80 degrees C. Characterization was performed with small-angle X-ray scattering (SAXS), UV-Vis spectroscopy, and MALDI-TOF mass spectrometry. A three-stage model is proposed for the formation of the clusters, in which cluster growth from gold nuclei takes place according to the Lifshitz-Slyozov-Wagner (LSW) model followed by oriented attachment to form colloidal stable clusters.},
keywords = {ionic liquid; Small-angle scattering; Reference material; gold cluster},
year = {2023},
eissn = {2191-1363}
}
@article{MTMT:34106582,
title = {Strain and Complexity, Passerini and Ugi Reactions of Four-Membered Heterocycles and Further Elaboration of TOSMIC Product},
url = {https://m2.mtmt.hu/api/publication/34106582},
author = {Sztanó, Gábor and Dobi, Zoltán and Soós, Tibor},
doi = {10.1002/open.202200083},
journal-iso = {CHEMISTRYOPEN},
journal = {CHEMISTRYOPEN},
volume = {12},
unique-id = {34106582},
issn = {2191-1363},
abstract = {Straightforward and general Passerini and Ugi procedures have been developed to incorporate four-membered heterocycles into highly functionalized scaffolds. Additionally, toslymethyl isocyanide (TosMIC)-derived Ugi adducts have been prepared, showcasing the prospect of the multicomponent reaction.},
keywords = {multicomponent reaction; azetidine; oxetane; TosMIC; Ugi-Passerini reaction},
year = {2023},
eissn = {2191-1363}
}
@article{MTMT:34351323,
title = {Watson-Crick Base Pairing of N-Methoxy-1,3-Oxazinane (MOANA) Nucleoside Analogues within Double-Helical DNA},
url = {https://m2.mtmt.hu/api/publication/34351323},
author = {Afari, Mark N. K. and Nurmi, Kasper and Virta, Pasi and Lonnberg, Tuomas},
doi = {10.1002/open.202300085},
journal-iso = {CHEMISTRYOPEN},
journal = {CHEMISTRYOPEN},
volume = {12},
unique-id = {34351323},
issn = {2191-1363},
abstract = {Hairpin oligodeoxynucleotides incorporating a (2R,3S)-4-(methoxyamino)butane-1,2,3-triol residue in the middle of the double-helical stem and opposite to either one of the canonical nucleobases or an abasic 2-(hydroxymethyl)tetrahydrofuran-3-ol spacer were synthesized. Under mildly acidic conditions, aromatic aldehydes reacted reversibly with these oligonucleotides, converting the (2R,3S)-4-(methoxyamino)butane-1,2,3-triol unit into a 2-aryl-N-methoxy-1,3-oxazinane nucleoside analogue. The equilibrium of this reaction was found to be dependent on both the aldehyde and the nucleobase opposite to the modified residue. 9-Formyl-9-deazaadenine, combining a large stacking surface with an array of hydrogen bond donors and acceptors, showed the highest affinity as well as selectivity consistent with the rules of Watson-Crick base pairing. 5-Formyluracil or indole-3-carbaldehyde, lacking in either stacking or hydrogen bonding ability, were incorporated with a much lower affinity and selectivity.},
keywords = {base pairing; Oligonucleotides; DNA-templated ligation; dynamic base filling; oxazinanes},
year = {2023},
eissn = {2191-1363},
orcid-numbers = {Lonnberg, Tuomas/0000-0003-3607-3116}
}