Synthesis of ferrocenyl-substituted 1,3-dithiolanes via [3 + 2]-cycloadditions of ferrocenyl hetaryl thioketones with thiocarbonyl S-methanides

Scholarly Works

• Matczak, P.; Domagała, S.; Weigand, W.; Mlostoń, G. A comparative analysis of UV–vis transitions in hetaryl and ferrocenyl thioketones. Chemical Physics 2023, 570, 111901. doi:10.1016/j.chemphys.2023.111901
• Amankwah, G.; Ofori, I.; Atta-Kumi, J.; Kwawu, C. R.; Tia, R.; Adei, E. A quantum mechanistic insight into the chemo- and regio-selective [3 + 2]-cycloaddition reaction of aryl hetaryl thioketones with diazoalkanes and nitrile oxide derivatives. Journal of molecular graphics & modelling 2023, 120, 108418. doi:10.1016/j.jmgm.2023.108418
• Buday, P.; Celeda, M.; Görls, H.; Mlostoń, G.; Weigand, W. A Remarkable Ring Opening Observed in the Reaction of Cyclopropyl Ferrocenyl Thioketone with Triiron Dodecacarbonyl Fe3(CO)12. European Journal of Inorganic Chemistry 2022, 2022. doi:10.1002/ejic.202200520
• Beer, H.; Linke, A.; Bresien, J.; Mlostoń, G.; Celeda, M.; Villinger, A.; Schulz, A. Synthesis of Bicyclic P,S-Heterocycles via the Addition of Thioketones to a Phosphorus-Centered Open-Shell Singlet Biradical. Inorganic chemistry 2022, 61, 2031–2038. doi:10.1021/acs.inorgchem.1c03207
• Mlostoń, G.; Kowalczyk, M.; Augustin, A. U.; Jones, P. G.; Werz, D. B. Lewis-Acid-Catalyzed (3+2)-Cycloadditions of Donor-Acceptor Cyclopropanes with Thioketenes. European journal of organic chemistry 2021, 2021, 6250–6253. doi:10.1002/ejoc.202100879
• Pipim, G. B.; Opoku, E. Unveiling the molecular mechanisms of the cycloaddition reactions of aryl hetaryl thioketones and C,N-disubstituted nitrilimines. Journal of molecular modeling 2021, 27, 1–15. doi:10.1007/s00894-021-04706-3
• Benhamed, L.; Mekelleche, S. M.; Benchouk, W.; Charif, I. E.; Ríos-Gutiérrez, M.; Domingo, L. R. Understanding the Influence of the Trifluoromethyl Group on the Selectivities of the [3+2] Cycloadditions of Thiocarbonyl S-methanides with α,β-Unsaturated Ketones. A MEDT study. ChemistrySelect 2020, 5, 12791–12806. doi:10.1002/slct.202002923
• Mlostoń, G.; Kowalczyk, M.; Augustin, A. U.; Jones, P. G.; Werz, D. B. Ferrocenyl-substituted tetrahydrothiophenes via formal [3 + 2]-cycloaddition reactions of ferrocenyl thioketones with donor-acceptor cyclopropanes. Beilstein journal of organic chemistry 2020, 16, 1288–1295. doi:10.3762/bjoc.16.109
• Aitken, R. A.; Fotherby, F. M.; Slawin, A. M. Z. 2,6-­exo-­8,12-­exo-­10-­Butyl-­13-­oxa-­3,5-­dithia-10-azatetracyclo[5.5.1.02,6.08,12]tridecane-­9,11-­dione. Molbank 2020, 2020, M1123. doi:10.3390/m1123
• Matczak, P.; Mlostoń, G.; Hamera-Fałdyga, R.; Görls, H.; Weigand, W. Structure of Diferrocenyl Thioketone: From Molecule to Crystal. Molecules (Basel, Switzerland) 2019, 24, 3950. doi:10.3390/molecules24213950
• Gröber, S.; Matczak, P.; Domagała, S.; Weisheit, T.; Görls, H.; Düver, A.; Mlostoń, G.; Weigand, W. Diferrocenyl Thioketone: Reactions with (Bisphosphane)Pt(0) Complexes-Electrochemical and Computational Studies. Materials (Basel, Switzerland) 2019, 12, 2832. doi:10.3390/ma12172832
• Matczak, P.; Mlostoń, G.; Weigand, W. Ferrocenyl hetaryl thioketones: A computational study of their conformational stability. International Journal of Quantum Chemistry 2019, 119. doi:10.1002/qua.26033
• Mlostoń, G.; Urbaniak, K.; Zimmer, R.; Reissig, H.-U.; Heimgartner, H. Hetero‐Diels‐Alder Reactions of α‐Nitrosoalkenes with Ferrocenyl, Hetaryl and Cycloaliphatic Thioketones. ChemistrySelect 2018, 3, 11724–11728. doi:10.1002/slct.201803096
• Mlostoń, G.; Hamera-Fałdyga, R.; Heimgartner, H. First synthesis of ferrocenyl-substituted thiochalcones and their [4+2]-cycloadditions with acetylenic dienophiles. Journal of Sulfur Chemistry 2018, 39, 322–331. doi:10.1080/17415993.2018.1427749
• Augustin, A. U.; Sensse, M.; Jones, P. G.; Werz, D. B. Stereospecific Reactions of Donor-Acceptor Cyclopropanes with Thioketones: Access to Highly Substituted Tetrahydrothiophenes. Angewandte Chemie (International ed. in English) 2017, 56, 14293–14296. doi:10.1002/anie.201708346
• Augustin, A. U.; Sensse, M.; Jones, P. G.; Werz, D. B. Stereospezifische Reaktion von Donor‐Akzeptor‐Cyclopropanen mit Thioketonen: ein Zugang zu hoch substituierten Tetrahydrothiophenen. Angewandte Chemie 2017, 129, 14481–14485. doi:10.1002/ange.201708346
• Utecht, G.; Sioma, J.; Jasiński, M.; Mlostoń, G. Expected and unexpected results in reactions of fluorinated nitrile imines with (cyclo)aliphatic thioketones. Journal of Fluorine Chemistry 2017, 201, 68–75. doi:10.1016/j.jfluchem.2017.07.014
• Kowalski, M. K.; Obijalska, E.; Mlostoń, G.; Heimgartner, H. Generation and reactions of thiocarbonyl S -(2,2,2-trifluoroethanides). Synthesis of trifluoromethylated 1,3-dithiolanes, thiiranes and alkenes. Journal of Fluorine Chemistry 2017, 200, 102–108. doi:10.1016/j.jfluchem.2017.06.009
• Mlostoń, G.; Grzelak, P.; Linden, A.; Heimgartner, H. Thia-Diels–Alder reactions of hetaryl thioketones with nonactivated 1,3-dienes leading to 3,6-dihydro-2H-pyrans: evidence for a diradical mechanism. Chemistry of Heterocyclic Compounds 2017, 53, 518–525. doi:10.1007/s10593-017-2086-9
• Alan Aitken, R. Five-Membered Ring Systems. Progress in Heterocyclic Chemistry; Elsevier, 2017; pp 337–352. doi:10.1016/b978-0-08-102310-5.00010-2

Explore citations to this article at