@article{MTMT:34204776, title = {Crystalline Forms of 4,4'-Methylenediantipyrine: Crystallographic Unit Cell for the Anhydrous Form, from Laboratory Powder XRD Pattern by DASH Program Package}, url = {https://m2.mtmt.hu/api/publication/34204776}, author = {Bánhegyi, Dorottya Fruzsina and Madarász, János and Fogassy, Elemér and Pálovics, Emese Csilla and Pokol, György}, doi = {10.3311/PPch.22950}, journal-iso = {PERIOD POLYTECH CHEM ENG}, journal = {PERIODICA POLYTECHNICA-CHEMICAL ENGINEERING}, volume = {67}, unique-id = {34204776}, issn = {0324-5853}, abstract = {Crystalline unit cell structure of anhydrous title compound, diantipyrinylmethane (CAS Registry No. 1251-85-0), a substance usually obtained as a by-product in Mannich type reactions of antipyrine, has been modelled by the help of powder X-ray diffraction, applying the DASH software package and crystal coordinates coming from former single crystal X-ray structure determinations (CSD codes FADDIY and FADDIY01) of its monohydrate. The unit cell of the anhydrate compound belongs to the monoclinic space group P21/a, with unit cell parameters of a = 14.604, b = 9.858, c = 14.509 Å, β = 95.56 °, V = 2078.9 Å3, Z = 4, Z ' = 1. Comparisons of FT-IR spectrum and thermal behavior of the anhydrous and monohydrated forms confirm differences in degree of hydration and solid state structure, while those of 1H- and 13C NMR-spectra show their molecular identity.}, year = {2023}, eissn = {1587-3765}, pages = {557-564}, orcid-numbers = {Bánhegyi, Dorottya Fruzsina/0000-0003-2438-8567; Pokol, György/0000-0003-1597-9808} } @article{MTMT:33635097, title = {Enantioseparation of P-Stereogenic 1-Adamantyl Arylthiophosphonates and Their Stereospecific Transformation to 1-Adamantyl Aryl-H-phosphinates}, url = {https://m2.mtmt.hu/api/publication/33635097}, author = {Varga, Bence and Buna, Levente and Vincze, Daniella and Holczbauer, Tamás and Mátravölgyi, Béla and Fogassy, Elemér and Keglevich, György and Bagi, Péter}, doi = {10.3390/molecules28041584}, journal-iso = {MOLECULES}, journal = {MOLECULES}, volume = {28}, unique-id = {33635097}, issn = {1420-3049}, abstract = {A focused library of 1-adamantyl arylthiophosphonates was prepared in racemic form. An enantioseparation method was developed for P-stereogenic thiophosphonates using (S)-1-phenylethylamine as the resolving agent. Under optimized conditions, three out of the five arylthiophosphonates were prepared in enantiopure form (ee > 99%). The subsequent desulfurization of optically active arylthiophosphonates gave the corresponding H-phosphinates without significant erosion of enantiomeric purity (ee = 95–98%). Hence, this reaction sequence can be considered an alternative method for the preparation of 1-adamantyl aryl-H-phopshinates. The absolute configuration of the (S)-1-adamantyl phenylphosphonothioic acid was assigned using single-crystal XRD and it allowed the confirmation that the removal of the P = S group proceeds with retention of configuration. The organocatalytic applicability of (S)-1-adamantyl phenylphosphonothioic acid was also evaluated as a P-stereogenic Brønsted acid.}, year = {2023}, eissn = {1420-3049}, orcid-numbers = {Mátravölgyi, Béla/0000-0001-8782-7972; Bagi, Péter/0000-0002-9043-6435} } @article{MTMT:33543852, title = {Economic Separations of Organic Acidic or Basic Enantiomeric Mixtures—A Protocol Suggestion}, url = {https://m2.mtmt.hu/api/publication/33543852}, author = {Pálovics, Emese Csilla and Madarász, János and Pokol, György and Fogassy, Elemér and Bánhegyi, Dorottya Fruzsina}, doi = {10.3390/ijms24010846}, journal-iso = {INT J MOL SCI}, journal = {INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES}, volume = {24}, unique-id = {33543852}, issn = {1661-6596}, abstract = {In this review, we aim to present new concepts for the revisited separation of enantiomers from racemic compounds and a protocol worth to be followed in designing the preparation of pure enantiomers. We have taken into account not only the influence of the properties (eutectic composition) and characteristics of the reactants (racemic compound, resolving agent), but also the behavior of the resulting diastereomers and the different conditions (e.g., crystallization time, solvents used, solvate-forming compounds, achiral additives, etc.). The examples discussed are resolutions developed by our research team, through which we will try to illustrate the impact of all these considerations, presenting the methodological investigations interpreting recent discoveries and observations. Some special solid-state analytical and structural investigations assisting us in the elucidation and invention design of the resolution processes of some active pharmaceutical ingredients, such as Tetramisole, tofisopam, and Amlodipine, are also shown.}, year = {2023}, eissn = {1422-0067}, orcid-numbers = {Pokol, György/0000-0003-1597-9808; Bánhegyi, Dorottya Fruzsina/0000-0003-2438-8567} } @article{MTMT:32827003, title = {Optical Resolution of Two Pharmaceutical Bases with Various Uses of Tartaric Acid Derivatives and Their Sodium Salts: Racemic Ephedrine and Chloramphenicol Base}, url = {https://m2.mtmt.hu/api/publication/32827003}, author = {Bánhegyi, Dorottya Fruzsina and Fogassy, Elemér and Madarász, János and Pálovics, Emese Csilla}, doi = {10.3390/molecules27103134}, journal-iso = {MOLECULES}, journal = {MOLECULES}, volume = {27}, unique-id = {32827003}, issn = {1420-3049}, year = {2022}, eissn = {1420-3049}, orcid-numbers = {Bánhegyi, Dorottya Fruzsina/0000-0003-2438-8567} } @article{MTMT:32776910, title = {Resolution of aryl-H-phosphinates applied in the synthesis of P-stereogenic compounds including a Brønsted acid NMR solvating agent}, url = {https://m2.mtmt.hu/api/publication/32776910}, author = {Varga, Bence and Vincze, Daniella and Pető, Hajnalka and Buna, Levente and Pauló, János and Holczbauer, Tamás and Mátravölgyi, Béla and Hegedűs, László and Fogassy, Elemér and Keglevich, György and Bagi, Péter}, doi = {10.1039/D2QO00241H}, journal-iso = {ORG CHEM FRONT}, journal = {ORGANIC CHEMISTRY FRONTIERS}, volume = {9}, unique-id = {32776910}, issn = {2052-4110}, year = {2022}, eissn = {2052-4129}, pages = {2797-2807}, orcid-numbers = {Mátravölgyi, Béla/0000-0001-8782-7972; Hegedűs, László/0000-0002-7980-0443; Bagi, Péter/0000-0002-9043-6435} } @article{MTMT:32585255, title = {Néhány gondolat egy klasszikus kapcsán}, url = {https://m2.mtmt.hu/api/publication/32585255}, author = {Fogassy, Elemér}, journal-iso = {MAGY KEM LAP}, journal = {MAGYAR KÉMIKUSOK LAPJA}, volume = {76}, unique-id = {32585255}, issn = {0025-0163}, year = {2021}, eissn = {1588-1199}, pages = {229-229} } @article{MTMT:32487501, title = {Enantioseparation of P-Stereogenic Secondary Phosphine Oxides and Their Stereospecific Transformation to Various Tertiary Phosphine Oxides and a Thiophosphinate}, url = {https://m2.mtmt.hu/api/publication/32487501}, author = {Varga, Bence and Szemesi, Péter and Nagy, Petra and Herbay, Réka and Holczbauer, Tamás and Fogassy, Elemér and Keglevich, György and Bagi, Péter}, doi = {10.1021/acs.joc.1c01364}, journal-iso = {J ORG CHEM}, journal = {JOURNAL OF ORGANIC CHEMISTRY}, volume = {86}, unique-id = {32487501}, issn = {0022-3263}, year = {2021}, eissn = {1520-6904}, pages = {14493-14507}, orcid-numbers = {Bagi, Péter/0000-0002-9043-6435} } @article{MTMT:32171249, title = {Possibilities of Exploiting Kinetic Control in the Continuous Fractional Crystallization of Diastereomeric Mixtures}, url = {https://m2.mtmt.hu/api/publication/32171249}, author = {Bánhegyi, Dorottya Fruzsina and Fogassy, Elemér and Pálovics, Emese Csilla}, doi = {10.3390/sym13081516}, journal-iso = {SYMMETRY-BASEL}, journal = {SYMMETRY (BASEL)}, volume = {13}, unique-id = {32171249}, year = {2021}, eissn = {2073-8994}, pages = {1516}, orcid-numbers = {Bánhegyi, Dorottya Fruzsina/0000-0003-2438-8567} } @article{MTMT:31647933, title = {Effect of the Enantiomeric Ratio of Eutectics on the Results and Products of the Reactions Proceeding with the Participation of Enantiomers and Enantiomeric Mixtures}, url = {https://m2.mtmt.hu/api/publication/31647933}, author = {Pálovics, Emese Csilla and Bánhegyi, Dorottya Fruzsina and Fogassy, Elemér}, doi = {10.3390/chemistry2030051}, journal-iso = {CHEMISTRY}, journal = {CHEMISTRY}, volume = {2}, unique-id = {31647933}, abstract = {This perspective is focused on the main parameters determining the results of crystallization of enantiomers or enantiomeric mixtures. It was shown that the ratio of supramolecular and helical associations depends on the eutectic composition of the corresponding enantiomeric mixture. The M and P ratios together with the self-disproportionation (SDE) of enantiomers define the reaction of the racemic compound with the resolving agent. Eventually, each chiral molecule reacts with at least two conformers with different degrees of M and P helicity. The combined effect of the configuration, charge distribution, constituent atoms, bonds, flexibility, and asymmetry of the molecules influencing their behavior was also summarized.}, year = {2020}, eissn = {2624-8549}, pages = {787-795}, orcid-numbers = {Bánhegyi, Dorottya Fruzsina/0000-0003-2438-8567} } @article{MTMT:31170711, title = {Scalable Enantiomeric Separation of Dialkyl-arylphosphine oxides based on Host-Guest Complexation with TADDOL-derivatives, and their Recovery}, url = {https://m2.mtmt.hu/api/publication/31170711}, author = {Varga, Bence and Herbay, Réka Gizella and Székely, György and Holczbauer, Tamás and Madarász, János and Mátravölgyi, Béla and Fogassy, Elemér and Keglevich, György and Bagi, Péter}, doi = {10.1002/ejoc.202000035}, journal-iso = {EUR J ORG CHEM}, journal = {EUROPEAN JOURNAL OF ORGANIC CHEMISTRY}, volume = {2020}, unique-id = {31170711}, issn = {1434-193X}, year = {2020}, eissn = {1099-0690}, pages = {1840-1852}, orcid-numbers = {Mátravölgyi, Béla/0000-0001-8782-7972; Bagi, Péter/0000-0002-9043-6435} }