Spin Frustration in Molecular Nanocarbons
PI: Marcin Stępień
Grant detailsResearch
Funding
Active and completed research projects supporting the lab.
Active grants
From open-shell materials to molecular recognition: synthesis of polycyclic aromatic compounds through cyclotrimerization of arynes and hetarynes
PI: Arseni Borissov
Grant detailsFrom dendrimers to macrocycles: exploring covalent templates in the synthesis of large aromatic structures
Grant detailsElectron-Deficient Cyclophanes and Annulenes. Functional Aromatics in Two and Three Dimensions
PI: Marcin Stępień
Related publications
- Angew. Chem. Int. Ed. 2025 64 (7) e202419899 - Heptannulated Perylene Diimides: Formation and Reactivity of Electron-Deficient Tropylium Cations and Heptafulvenes DOI
- Chem. Sci. 2024 15 (44) 18640-18649 - Pentacosacyclenes: cruciform molecular nanocarbons based on cyclooctatetraene DOI
- Chem. Sci. 2026 Advance Article - Redox–protonation landscape of indene-annulated perylenes: chemodivergent switching of multistate NIR chromophores DOI
Completed grants
Open-Shell Nanocarbons: Organic Materials and Synthetic Tools
PI: Marcin Stępień
Related publications
- Angew. Chem. Int. Ed. 2021 60 (41) 22496-22504 - An Open-Shell Coronoid with Hybrid Chichibabin–Schlenk Conjugation DOI
- Chem. Rev. 2022 122 (1) 565-788 - Recent Advances in Heterocyclic Nanographenes and Other Polycyclic Heteroaromatic Compounds DOI
- Nat. Chem. 2023 15 (11) 1541-1548 - Tetrafluorenofulvalene as a sterically frustrated open-shell alkene DOI
- Angew. Chem. Int. Ed. 2023 e202309238 - Dinor[7]helicene and Beyond: Divergent Synthesis of Chiral Diradicaloids with Variable Open-Shell Character DOI
- Angew. Chem. Int. Ed. 2024 63 (36) e202408510 - Triindenotriphenylenes: Spin-Frustrated Triskelion Triradicals with Excellent Ambient Stability DOI
- Chem. Sci. 2024 15 (26) 10101-10109 - Difluorenoheteroles: topological control of pi conjugation in diradicaloids and mixed-valence radical ions DOI
- Org. Chem. Front. 2025 12 (2) 437-447 - Viologen–cycloparaphenylene hybrids: luminescent molecular nanocarbons for anion binding and specific vapor sorption DOI
- Angew. Chem. Int. Ed. 2025 64 (7) e202419899 - Heptannulated Perylene Diimides: Formation and Reactivity of Electron-Deficient Tropylium Cations and Heptafulvenes DOI
Electric Field-Responsive Framework Materials from Aromatic Building Blocks
PI: Marcin Stępień, Dirk Volkmer
co-PI: Dirk Volkmer, Augsburg
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- Chem. Eur. J. 2022 28 (4) e202103480 - Acenaphtho[1,2-d][1,2,3]triazole and Its Kuratowski Complex: A pi-Extended Tecton for Supramolecular and Coordinative Self-Assembly DOI
- Angew. Chem. Int. Ed. 2022 61 (38) e202207486 - Tridecacyclene Tetraimide: An Easily Reduced Cyclooctatetraene Derivative DOI
- Chem. Sci. 2024 15 (44) 18640-18649 - Pentacosacyclenes: cruciform molecular nanocarbons based on cyclooctatetraene DOI
Curves and Cavities: the Fold-in Method as a Versatile Tool for Synthesizing Complex Aromatics
PI: Marcin Stępień
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- Chem. Rev. 2022 122 (1) 565-788 - Recent Advances in Heterocyclic Nanographenes and Other Polycyclic Heteroaromatic Compounds DOI
- Trends Chem. 2022 4 (7) 573-576 - Emerging applications of curved aromatic compounds DOI
- J. Am. Chem. Soc. 2020 142 (36) 15604-15613 - Feeding a Molecular Squid: A Pliable Nanocarbon Receptor for Electron-Poor Aromatics DOI
- Angew. Chem. Int. Ed. 2021 60 (41) 22496-22504 - An Open-Shell Coronoid with Hybrid Chichibabin–Schlenk Conjugation DOI
Double C–H Bond Activation: A New Tool for the Synthesis of Extensively Conjugated Oligopyrrole Materials
PI: Liliia Moshniaha · Advisor: Marcin Stępień
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- Beilstein J. Org. Chem. 2020 16 (1) 895-903 - Bipyrrole boomerangs via Pd-mediated tandem cyclization–oxygenation. Controlling reaction selectivity and electronic properties DOI
- Chem. Rev. 2022 122 (1) 565-788 - Recent Advances in Heterocyclic Nanographenes and Other Polycyclic Heteroaromatic Compounds DOI
Heterocyclic Nanotube End-caps: Shape, Strain,and Function
PI: Marcin Stępień
Related publications
- J. Am. Chem. Soc. 2019 141 (18) 7421-7427 - Lemniscular [16]Cycloparaphenylene: A Radially Conjugated Figure-Eight Aromatic Molecule DOI
- J. Org. Chem. 2020 85 (1) 187-194 - Electrophilic Aromatic Coupling of Hexapyrrolylbenzenes. A Mechanistic Analysis DOI
- J. Phys. Chem. C 2020 124 (26) 14350-14362 - Electrochemical Polymerization of Pyrrole–Perimidine Hybrids: Low-Band-Gap Materials with High n-Doping Activity DOI
- J. Am. Chem. Soc. 2020 142 (36) 15604-15613 - Feeding a Molecular Squid: A Pliable Nanocarbon Receptor for Electron-Poor Aromatics DOI
- Angew. Chem. Int. Ed. 2019 58 (15) 4929-4933 - Stereocontrolled Synthesis of Chiral Heteroaromatic Propellers with Small Optical Bandgaps DOI
- Angew. Chem. Int. Ed. 2019 58 (1) 86-116 - Bowls, Hoops, and Saddles: Synthetic Approaches to Curved Aromatic Molecules DOI
Coronoid hydrocarbons: exploring the fold-in strategy in the synthesis of macrocyclic nanographenes
PI: Marcin Aleksander Majewski · Advisor: Marcin Stępień
Related publications
- J. Am. Chem. Soc. 2018 140 (43) 14474-14480 - Fully Conjugated [4]Chrysaorene. Redox-Coupled Anion Binding in a Tetraradicaloid Macrocycle DOI
- Angew. Chem. Int. Ed. 2016 55 (45) 14072-14076 - Octulene: A Hyperbolic Molecular Belt that Binds Chloride Anions DOI
- Chem. Sci. 2019 10 (11) 3413-3420 - 5,10-Dimesityldiindeno[1,2-a:2′,1′-i]phenanthrene: a stable biradicaloid derived from Chichibabin's hydrocarbon DOI
- Angew. Chem. Int. Ed. 2019 58 (1) 86-116 - Bowls, Hoops, and Saddles: Synthetic Approaches to Curved Aromatic Molecules DOI
Oligomeric azagraphenoids. Synthesis and properties
PI: Marika Żyła · Advisor: Marcin Stępień
Related publications
- Angew. Chem. Int. Ed. 2016 55 (47) 14658-14662 - An Electron-Deficient Azacoronene Obtained by Radial pi Extension DOI
Extensively Fused Pyrrole-Based Aromatics. Synthetic Methods and Functional Materials
PI: Marcin Stępień
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- Electrochim. Acta 2016 200 296-304 - Mechanism of 3,4-diarylpyrrole electrooxidation DOI
- J. Am. Chem. Soc. 2016 138 (35) 11390-11398 - Bandgap Engineering in pi-Extended Pyrroles. A Modular Approach to Electron-Deficient Chromophores with Multi-Redox Activity DOI
- Org. Chem. Front. 2018 5 (15) 2395-2414 - Carbocyclization approaches to electron-deficient nanographenes and their analogues DOI
- Chem. Rev. 2017 117 (4) 3479-3716 - Heterocyclic Nanographenes and Other Polycyclic Heteroaromatic Compounds: Synthetic Routes, Properties, and Applications DOI
- J. Org. Chem. 2018 83 (9) 5199-5209 - Pd-Induced Double C–H Bond Activation in Annulative Syntheses of Bipyrrole Boomerangs: Mechanistic Insights from NMR Spectroscopy and Computation DOI
- Angew. Chem. Int. Ed. 2016 55 (47) 14658-14662 - An Electron-Deficient Azacoronene Obtained by Radial pi Extension DOI
- Chem. Eur. J. 2018 24 (29) 7525-7530 - Electron-Deficient Bipyrrole Boomerangs: Bright Fluorophores Obtained via Double C-H Bond Activation DOI
Expanded Azacoronenes. Exploring Synthetic Limits in a Congested Molecular Environment
PI: Elżbieta Gońka · Advisor: Marcin Stępień
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- J. Am. Chem. Soc. 2020 142 (7) 3626-3635 - Aromatic Nanosandwich Obtained by sigma-Dimerization of a Nanographenoid pi-Radical DOI
- Chem. Rev. 2017 117 (4) 3479-3716 - Heterocyclic Nanographenes and Other Polycyclic Heteroaromatic Compounds: Synthetic Routes, Properties, and Applications DOI
Chrysaoroles. Synthesis and properties
PI: Damian Jerzy Myśliwiec · Advisor: Marcin Stępień
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- J. Org. Chem. 2015 80 (12) 6300-6312 - Stereoselective Wittig Olefination as a Macrocyclization Tool. Synthesis of Large Carbazolophanes DOI
π-Aromatics on Hyperbolic Planes. Synthesis and Self-Assembly
PI: Marcin Stępień
Related publications
- J. Am. Chem. Soc. 2018 140 (43) 14474-14480 - Fully Conjugated [4]Chrysaorene. Redox-Coupled Anion Binding in a Tetraradicaloid Macrocycle DOI
- Chem. Sci. 2016 7 (1) 286-294 - Synthesis of a peripherally conjugated 5-6-7 nanographene DOI
- Angew. Chem. Int. Ed. 2019 58 (1) 86-116 - Bowls, Hoops, and Saddles: Synthetic Approaches to Curved Aromatic Molecules DOI
- J. Org. Chem. 2015 80 (12) 6300-6312 - Stereoselective Wittig Olefination as a Macrocyclization Tool. Synthesis of Large Carbazolophanes DOI
- Org. Chem. Front. 2018 5 (15) 2395-2414 - Carbocyclization approaches to electron-deficient nanographenes and their analogues DOI
- Chem 2018 4 (7) 1481-1483 - An Aromatic Riddle: Decoupling Annulene Conjugation in Coronoid Macrocycles DOI
- Chem. Commun. 2015 51 (82) 15094-15097 - Chrysaorenes: assembling coronoid hydrocarbons via the fold-in synthesis DOI
- Angew. Chem. Int. Ed. 2016 55 (45) 14072-14076 - Octulene: A Hyperbolic Molecular Belt that Binds Chloride Anions DOI
- Chem. Sci. 2019 10 (11) 3413-3420 - 5,10-Dimesityldiindeno[1,2-a:2′,1′-i]phenanthrene: a stable biradicaloid derived from Chichibabin's hydrocarbon DOI
- J. Am. Chem. Soc. 2015 137 (4) 1643-1649 - Highly Strained Nonclassical Nanotube End-caps. A Single-Step Solution Synthesis from Strain-Free, Non-Macrocyclic Precursors DOI
- Chem. Rev. 2017 117 (4) 3479-3716 - Heterocyclic Nanographenes and Other Polycyclic Heteroaromatic Compounds: Synthetic Routes, Properties, and Applications DOI
- Chem. Eur. J. 2014 20 (46) 14981-14985 - Heteroaromatic Belts through Fold-in Synthesis: Mechanistic Insights into a Macrocycle-Templated Friedel–Crafts Alkylation DOI
- J. Am. Chem. Soc. 2014 136 (46) 16399-16410 - Expanded Hexapyrrolohexaazacoronenes. Near-Infrared Absorbing Chromophores with Interrupted Peripheral Conjugation DOI
- Angew. Chem. Int. Ed. 2016 55 (47) 14658-14662 - An Electron-Deficient Azacoronene Obtained by Radial pi Extension DOI
Donor–Acceptor Oligopyrroles for Energy and Electron Transfer. From Aromatic Nanohoops to Photodynamic Therapy
PI: Marcin Stępień
Related publications
- Angew. Chem. Int. Ed. 2019 58 (15) 4929-4933 - Stereocontrolled Synthesis of Chiral Heteroaromatic Propellers with Small Optical Bandgaps DOI
- J. Org. Chem. 2020 85 (1) 187-194 - Electrophilic Aromatic Coupling of Hexapyrrolylbenzenes. A Mechanistic Analysis DOI
- Chem. Eur. J. 2020 26 (37) 8262-8266 - pi-Extended Donor–Acceptor Porphyrins and Metalloporphyrins for Antimicrobial Photodynamic Inactivation DOI
- J. Am. Chem. Soc. 2020 142 (7) 3626-3635 - Aromatic Nanosandwich Obtained by sigma-Dimerization of a Nanographenoid pi-Radical DOI
- J. Phys. Chem. C 2020 124 (26) 14350-14362 - Electrochemical Polymerization of Pyrrole–Perimidine Hybrids: Low-Band-Gap Materials with High n-Doping Activity DOI
- Chem. Asian J. 2020 15 (18) 2854-2858 - Porphyrin-Ryleneimide Hybrids: Low-Bandgap Acceptors in Energy-Transfer Cassettes DOI
- Org. Lett. 2020 22 (18) 7202-7207 - Porphyrin–Ryleneimide Hybrids: Tuning of Visible and Near-Infrared Absorption by Chromophore Desymmetrization DOI
- Beilstein J. Org. Chem. 2020 16 (1) 895-903 - Bipyrrole boomerangs via Pd-mediated tandem cyclization–oxygenation. Controlling reaction selectivity and electronic properties DOI
- Chem. Rev. 2022 122 (1) 565-788 - Recent Advances in Heterocyclic Nanographenes and Other Polycyclic Heteroaromatic Compounds DOI
- Chem. Eur. J. 2022 28 (4) e202103480 - Acenaphtho[1,2-d][1,2,3]triazole and Its Kuratowski Complex: A pi-Extended Tecton for Supramolecular and Coordinative Self-Assembly DOI
- Adv. Sci. 2022 9 (19) 2105886 - Naphthalimide-Fused Dipyrrins: Tunable Halochromic Switches and Photothermal NIR-II Dyes DOI
- Angew. Chem. Int. Ed. 2022 61 (18) e202200781 - Helicity Modulation in NIR-Absorbing Porphyrin-Ryleneimides DOI
- Nat. Commun. 2022 13 (1) 3204 - Synthesis of a donor–acceptor heterodimer via trifunctional completive self-sorting DOI
- Org. Chem. Front. 2022 9 (12) 3179-3185 - Acenaphthylene-fused ullazines: fluorescent pi-extended monopyrroles with tunable electronic gaps DOI
Design and Synthesis of New Porphyrin-Based Materials
PI: Marcin Stępień
Tubular π-Aromatic Compounds: Synthesis and Properties
PI: Marcin Stępień
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- Angew. Chem. Int. Ed. 2013 52 (6) 1713–1717 - The Fold-In Approach to Bowl-Shaped Aromatic Compounds: Synthesis of Chrysaoroles DOI
- J. Org. Chem. 2013 78 (3) 1260-1265 - Synthesis of Bis(phenanthropyrroles) via a Tandem Scholl Oxidation DOI
- Synlett 2013 24 (11) 1316-1321 - Recent Advances in the Synthesis of Bowl-Shaped Aromatic Compounds DOI
- J. Org. Chem. 2013 78 (18) 9512-9516 - Anomalous Stereoselectivity in the Wittig Reaction: The Role of Steric Interactions DOI