TY - JOUR
AU - Wang, Y.
AU - Li, Y.
AU - Fuhr, O.
AU - Nieger, M.
AU - Hassan, Z.
AU - Bräse, S.
TI - Synthesis of Mono-, Di-, Tri-, and Tetra-cationic Pyridinium and Vinylpyridinium Modified [2.2]Paracyclophanes: Modular Receptors for Supramolecular Systems
JF - CHEMISTRYOPEN
J2 - CHEMISTRYOPEN
PY - 2024
SN - 2191-1363
DO - 10.1002/open.202400024
UR - https://m2.mtmt.hu/api/publication/34747843
ID - 34747843
N1 - Institute of Organic Chemistry (IOC), Karlsruhe Institute of Technology (KIT), Fritz-Haber-Weg 6, Karlsruhe, 76131, Germany
Institute of Nanotechnology (INT) and Karlsruhe Nano Micro Facility (KNMFi), Karlsruhe Institute of Technology (KIT), Hermann-von-Helmholtz-Platz 1, Eggenstein-Leopoldshafen, 76344, Germany
Department of Chemistry, University of Helsinki, P. O. Box 55, University of Helsinki, 00014, Finland
Institute of Biological and Chemical Systems, Functional Molecular Systems (IBCS-FMS), Karlsruhe Institute of Technology (KIT), Hermann-von-Helmholtz-Platz 1, Eggenstein-Leopoldshafen, 76344, Germany
Export Date: 20 March 2024; Cited By: 0; Correspondence Address: Z. Hassan; Institute of Organic Chemistry (IOC), Karlsruhe Institute of Technology (KIT), Karlsruhe, Fritz-Haber-Weg 6, 76131, Germany; email: zahid.hassan@kit.edu; S. Bräse; Institute of Organic Chemistry (IOC), Karlsruhe Institute of Technology (KIT), Karlsruhe, Fritz-Haber-Weg 6, 76131, Germany; email: braese@kit.edu; CODEN: CHOPC
AB - 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.
LA - English
DB - MTMT
ER -
TY - JOUR
AU - Jang, H.J.
AU - Yun, G.
AU - Shim, H.
AU - Hwang, S.Y.
AU - Kim, S.Y.
AU - Kim, J.
AU - Jung, H.
AU - Khan, M.M.
AU - Sohn, Y.
TI - Ultraviolet Light-Assisted Decontamination of Chemical Warfare Agent Simulant 2-Chloroethyl Phenyl Sulfide on Metal-Loaded TiO2/Ti Surfaces
JF - CHEMISTRYOPEN
J2 - CHEMISTRYOPEN
PY - 2024
SN - 2191-1363
DO - 10.1002/open.202300246
UR - https://m2.mtmt.hu/api/publication/34744332
ID - 34744332
N1 - Department of Chemistry, Chungnam National University, Daejeon, 34134, South Korea
Agency for Defense Development (ADD), Daejeon, 34186, South Korea
Chemical Sciences, Faculty of Science, Universiti Brunei Darussalam, Jalan Tungku Link, Gadong, BE 1410, Brunei Darussalam
Export Date: 18 March 2024
CODEN: CHOPC
Correspondence Address: Sohn, Y.; Department of Chemistry, South Korea; email: youngkusohn@cnu.ac.kr
LA - English
DB - MTMT
ER -
TY - JOUR
AU - Kronenberg, J.
AU - Chu, S.
AU - Olsen, A.
AU - Britton, D.
AU - Halvorsen, L.
AU - Guo, S.
AU - Lakshmi, A.
AU - Chen, J.
AU - Kulapurathazhe, M.J.
AU - Baker, C.A.
AU - Wadsworth, B.C.
AU - Van, Acker C.J.
AU - Lehman, J.G. III
AU - Otto, T.C.
AU - Renfrew, P.D.
AU - Bonneau, R.
AU - Montclare, J.K.
TI - Computational Design of Phosphotriesterase Improves V-Agent Degradation Efficiency
JF - CHEMISTRYOPEN
J2 - CHEMISTRYOPEN
PY - 2024
SN - 2191-1363
DO - 10.1002/open.202300263
UR - https://m2.mtmt.hu/api/publication/34740707
ID - 34740707
N1 - Department of Chemical and Biomolecular Engineering, New York University Tandon School of Engineering, Brooklyn, NY, United States
Center for Genomics and Systems Biology, New York University, New York, NY, United States
Center for Computational Biology, Flatiron Institute, New York, NY, United States
Medical Toxicology Research Division, U.S. Army Medical Research Institute of Chemical Defense, Aberdeen Proving Ground, Maryland, United States
Department of Biomaterials, New York University College of Dentistry, New York, NY, United States
Department of Radiology, New York University Grossman School of Medicine, New York, NY, United States
Department of Biomedical Engineering, New York University Tandon School of Engineering, Brooklyn, NY, United States
Department of Chemistry, New York University, New York, NY, United States
Export Date: 14 March 2024
CODEN: CHOPC
Correspondence Address: Montclare, J.K.; Department of Chemical and Biomolecular Engineering, United States; email: jkm318@nyu.edu
LA - English
DB - MTMT
ER -
TY - JOUR
AU - Kerpa, Svenja
AU - Schulze, Verena R.
AU - Holzapfel, Malte
AU - Cvancar, Lina
AU - Fischer, Markus
AU - Maison, Wolfgang
TI - Decoration of 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid (DOTA) with N-oxides increases the T1 relaxivity of Gd-complexes
JF - CHEMISTRYOPEN
J2 - CHEMISTRYOPEN
PY - 2024
PG - 9
SN - 2191-1363
DO - 10.1002/open.202300298
UR - https://m2.mtmt.hu/api/publication/34594491
ID - 34594491
AB - 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.
LA - English
DB - MTMT
ER -
TY - JOUR
AU - Nagy, Sándor
AU - Richter, Dóra
AU - Dargó, Gyula
AU - Orbán, Balázs
AU - Gémes, Gergő
AU - Höltzl, Tibor
AU - Garádi, Zsófia
AU - Fehér, Zsuzsanna
AU - Kupai, József
TI - Cinchona‐Based Hydrogen‐Bond Donor Organocatalyst Metal Complexes: Asymmetric Catalysis and Structure Determination
JF - CHEMISTRYOPEN
J2 - CHEMISTRYOPEN
VL - 13
PY - 2024
IS - 4
PG - 10
SN - 2191-1363
DO - 10.1002/open.202300180
UR - https://m2.mtmt.hu/api/publication/34485042
ID - 34485042
N1 - Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, Műegyetem rkp. 3, Budapest, 1111, Hungary
Euroapi Hungary Kft., Tó utca 1–5, Budapest, 1045, Hungary
ELKH-BME Computation Driven Chemistry Research Group, Department of Inorganic and Analytical Chemistry, Budapest University of Technology and Economics, Műegyetem rkp. 3, Budapest, 1111, Hungary
Furukawa Electric Institute of Technology, Késmárk utca 28/A, Budapest, 1157, Hungary
Department of Pharmacognosy, Semmelweis University, Üllői út. 26, Budapes, 1085, Hungary
Export Date: 24 January 2024
CODEN: CHOPC
Correspondence Address: Kupai, J.; Department of Organic Chemistry and Technology, Műegyetem rkp. 3, Hungary; email: kupai.jozsef@vbk.bme.hu
AB - 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.
LA - English
DB - MTMT
ER -
TY - JOUR
AU - Mondal, Himangshu
AU - Chattaraj, Pratim Kumar
TI - Unraveling Reactivity Pathways: Dihydrogen Activation and Hydrogenation of Multiple Bonds by Pyramidalized Boron-Based Frustrated Lewis Pairs
JF - CHEMISTRYOPEN
J2 - CHEMISTRYOPEN
PY - 2023
PG - 14
SN - 2191-1363
DO - 10.1002/open.202300179
UR - https://m2.mtmt.hu/api/publication/34578854
ID - 34578854
AB - 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
LA - English
DB - MTMT
ER -
TY - JOUR
AU - Mehra, Sonali
AU - Pandey, Rahul
AU - Madan, Jaya
AU - Sharma, Rajnish
AU - Goswami, Lalit
AU - Gupta, Govind
AU - Singh, Vidya Nand
AU - Srivastava, Avanish Kumar
AU - Sharma, Shailesh Narain
TI - Experimental and Theoretical Investigations of MAPbX3-Based Perovskites (X=Cl, Br, I) for Photovoltaic Applications
JF - CHEMISTRYOPEN
J2 - CHEMISTRYOPEN
PY - 2023
PG - 15
SN - 2191-1363
DO - 10.1002/open.202300055
UR - https://m2.mtmt.hu/api/publication/34348608
ID - 34348608
AB - 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.
LA - English
DB - MTMT
ER -
TY - JOUR
AU - Hildebrandt, Jana
AU - Taubert, Andreas
AU - Thuenemann, Andreas F.
TI - Synthesis and Characterization of Ultra-Small Gold Nanoparticles in the Ionic Liquid 1-Ethyl-3-methylimidazolium Dicyanamide, [Emim][DCA]
JF - CHEMISTRYOPEN
J2 - CHEMISTRYOPEN
PY - 2023
PG - 9
SN - 2191-1363
DO - 10.1002/open.202300106
UR - https://m2.mtmt.hu/api/publication/34298886
ID - 34298886
AB - 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.
LA - English
DB - MTMT
ER -
TY - JOUR
AU - Sztanó, Gábor
AU - Dobi, Zoltán
AU - Soós, Tibor
TI - Strain and Complexity, Passerini and Ugi Reactions of Four-Membered Heterocycles and Further Elaboration of TOSMIC Product
JF - CHEMISTRYOPEN
J2 - CHEMISTRYOPEN
VL - 12
PY - 2023
IS - 8
PG - 4
SN - 2191-1363
DO - 10.1002/open.202200083
UR - https://m2.mtmt.hu/api/publication/34106582
ID - 34106582
AB - 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.
LA - English
DB - MTMT
ER -
TY - JOUR
AU - Afari, Mark N. K.
AU - Nurmi, Kasper
AU - Virta, Pasi
AU - Lonnberg, Tuomas
TI - Watson-Crick Base Pairing of N-Methoxy-1,3-Oxazinane (MOANA) Nucleoside Analogues within Double-Helical DNA
JF - CHEMISTRYOPEN
J2 - CHEMISTRYOPEN
VL - 12
PY - 2023
IS - 7
PG - 7
SN - 2191-1363
DO - 10.1002/open.202300085
UR - https://m2.mtmt.hu/api/publication/34351323
ID - 34351323
N1 - Export Date: 11 March 2024
CODEN: CHOPC
Correspondence Address: Lönnberg, T.; Department of Chemistry, Henrikinkatu 2, Finland; email: tuanlo@utu.fi
Chemicals/CAS: DNA, 9007-49-2; DNA; Nucleosides; Oligodeoxyribonucleotides; Oligonucleotides
AB - 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.
LA - English
DB - MTMT
ER -