@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 = {1431-5157},
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}
}
@mastersthesis{MTMT:34736853,
title = {P-Sztereogén centrumot tartalmazó H-foszfinátok, szekunder- és tercier foszfin-oxidok rezolválása és felhasználása},
url = {https://m2.mtmt.hu/api/publication/34736853},
author = {Varga, Bence},
publisher = {Budapest University of Technology and Economics},
unique-id = {34736853},
year = {2023}
}
@article{MTMT:32101347,
title = {Heterogeneous Catalytic Method for the Copper(II)-Catalysed Addition of H-Phosphinates and Secondary Phosphine Oxides to Phenylacetylene},
url = {https://m2.mtmt.hu/api/publication/32101347},
author = {Juhász, Kinga and Varga, Bence and Bagi, Péter and Hell, Zoltán},
doi = {10.1007/s10562-021-03694-6},
journal-iso = {CATAL LETT},
journal = {CATALYSIS LETTERS},
volume = {152},
unique-id = {32101347},
issn = {1011-372X},
year = {2022},
eissn = {1572-879X},
pages = {1100-1108},
orcid-numbers = {Bagi, Péter/0000-0002-9043-6435}
}
@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},
abstract = {An enantioseparation method for the preparation of P-stereogenicH-phosphinates was elaborated. In stereoselective reactions, various chiral P-stereogenic compounds were prepared and their applications as chiral NMR solvating agents were assessed.},
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:32346480,
title = {Three-component synthesis, utilization and biological activity of phosphinoyl-functionalized isoindolinones},
url = {https://m2.mtmt.hu/api/publication/32346480},
author = {Popovics-Tóth, Nóra and Rávai, Bettina and Tajti, Ádám and Varga, Bence and Bagi, Péter and Perdih, Franc and Szabó, Pál Tamás and Hackler, Laszlo and Puskas, Laszlo G. and Bálint, Erika},
doi = {10.1039/d1ob01610e},
journal-iso = {ORG BIOMOL CHEM},
journal = {ORGANIC & BIOMOLECULAR CHEMISTRY},
volume = {19},
unique-id = {32346480},
issn = {1477-0520},
abstract = {A new method for the synthesis of 3-oxoisoindolin-1-ylphosphine oxides bearing same or different substituents on the phosphorus atom is described. The one-pot three-component reaction of 2-formylbenzoic acid, primary amines and achiral or P-stereogenic secondary phosphine oxides provided the target compounds under catalyst-free, mild conditions and for short reaction times. The deoxygenation of a 3-oxoisoindolin-1-ylphosphine oxide was also studied, and the phosphine obtained could be converted to a sulphide and to a platinum complex. The crystal structures of a selected phosphine oxide and the corresponding platinum species were investigated by X-ray diffraction analysis. The biological activity, such as in vitro cytotoxicity on different cell lines and antibacterial activity of the 3-oxoisoindolin-1-ylphosphine oxides was also investigated. Based on the IC50 values obtained, several derivatives showed moderate activity against the HL-60 cell line and two compounds containing 3,5-dimethylphenyl groups on the phosphorus atom showed promising activity against Bacillus subtilis bacteria.},
year = {2021},
eissn = {1477-0539},
pages = {8754-8760},
orcid-numbers = {Bagi, Péter/0000-0002-9043-6435; Perdih, Franc/0000-0002-8416-7291; Szabó, Pál Tamás/0000-0003-2260-4641; Bálint, Erika/0000-0002-5107-7089}
}
@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 = {Szemesi, Péter/0000-0001-9182-7764; Bagi, Péter/0000-0002-9043-6435}
}
@article{MTMT:31155527,
title = {Preparation of Enantiomerically Enriched P-Stereogenic Dialkyl-Arylphosphine Oxides via Coordination Mediated Optical Resolution},
url = {https://m2.mtmt.hu/api/publication/31155527},
author = {Varga, Bence and Bagi, Péter},
doi = {10.3390/sym12020215},
journal-iso = {SYMMETRY-BASEL},
journal = {SYMMETRY (BASEL)},
volume = {12},
unique-id = {31155527},
year = {2020},
eissn = {2073-8994},
orcid-numbers = {Varga, Bence/0000-0002-9043-6435; Bagi, Péter/0000-0002-9043-6435}
}
@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},
abstract = {Several dialkyl‐arylphosphine oxides were prepared, and the enantioseparation of the corresponding racemates was elaborated with host–guest complexation using TADDOL‐derivatives. The crystallization conditions were optimized and two separate crystallization methods, one in organic solvent, and the other in water, were found to yield five examples of phosphine oxides with enantiomeric excess values higher than 94 %. A gram scale resolution was performed, and both enantiomers of the methyl‐phenyl‐propyl‐phosphine oxide were separated with (R,R)‐ or (S,S)‐spiro‐TADDOL. The intermolecular interactions responsible for the enantiomeric recognition between the chiral host and guest molecules were investigated by single‐crystal X‐ray diffractional structural determinations. The similarities in the structural patterns of a few diastereomeric crystals were checked by powder X‐ray diffraction, as well. Organic solvent nanofiltration (OSN) was used as a scalable technique for the decomposition of the corresponding phosphine oxide–spiro‐TADDOL molecular complexes, and for the recovery of the phosphine oxide enantiomers and resolving agents.},
year = {2020},
eissn = {1099-0690},
pages = {1840-1852},
orcid-numbers = {Mátravölgyi, Béla/0000-0001-8782-7972; Bagi, Péter/0000-0002-9043-6435}
}
@article{MTMT:30385213,
title = {The preparation and application of optically active organophosphorus compounds},
url = {https://m2.mtmt.hu/api/publication/30385213},
author = {Bagi, Péter and Herbay, Réka Gizella and Varga, Bence and Fersch, D. and Fogassy, Elemér and Keglevich, György},
doi = {10.1080/10426507.2018.1547725},
journal-iso = {PHOSPHOR SULFUR SIL REL ELEM},
journal = {PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS},
volume = {194},
unique-id = {30385213},
issn = {1042-6507},
year = {2019},
eissn = {1563-5325},
pages = {591-594},
orcid-numbers = {Bagi, Péter/0000-0002-9043-6435}
}
@article{MTMT:30649541,
title = {Resolution of acyclic phosphine oxides with TADDOL- and tartaric acid derivatives},
url = {https://m2.mtmt.hu/api/publication/30649541},
author = {Varga, Bence and Csizovszky, Anna and Bagi, Péter and Fogassy, Elemér and Keglevich, György},
doi = {10.1080/10426507.2018.1542405},
journal-iso = {PHOSPHOR SULFUR SIL REL ELEM},
journal = {PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS},
volume = {194},
unique-id = {30649541},
issn = {1042-6507},
year = {2019},
eissn = {1563-5325},
pages = {556-557},
orcid-numbers = {Bagi, Péter/0000-0002-9043-6435}
}