Stepwise reduction of an asymmetric π-expanded pyracylene towards the crystalline radical trianion
The chemical reduction of a pyracylene-hexa-peri-hexabenzocoronene-(HBC)-fused nanographene TPP was investigated with K and Rb metals to reveal its multi-electron acceptor abilities. The in situ reaction of TPP with the above alkali metals, monitored by UV-vis-NIR and 1H NMR spectroscopy, evidenced...
Gespeichert in:
| Hauptverfasser: | , , , , , , |
|---|---|
| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
13 January 2025
|
| In: |
Chemical science
Year: 2025, Jahrgang: 16, Heft: 7, Pages: 3211-3217 |
| ISSN: | 2041-6539 |
| DOI: | 10.1039/D4SC08255A |
| Online-Zugang: | Verlag, kostenfrei, Volltext: https://doi.org/10.1039/D4SC08255A Verlag, kostenfrei, Volltext: https://pubs.rsc.org/en/content/articlelanding/2025/sc/d4sc08255a 
|
| Verfasserangaben: | Yikun Zhu, Jan Borstelmann, Christian Neiss, Zheng Wei, Andreas Görling, Milan Kivala, and Marina A. Petrukhina |
MARC
| LEADER | 00000naa a2200000 c 4500 | ||
|---|---|---|---|
| 001 | 1933764783 | ||
| 003 | DE-627 | ||
| 005 | 20250821153201.0 | ||
| 007 | cr uuu---uuuuu | ||
| 008 | 250821s2025 xx |||||o 00| ||eng c | ||
| 024 | 7 | |a 10.1039/D4SC08255A |2 doi | |
| 035 | |a (DE-627)1933764783 | ||
| 035 | |a (DE-599)KXP1933764783 | ||
| 040 | |a DE-627 |b ger |c DE-627 |e rda | ||
| 041 | |a eng | ||
| 084 | |a 30 |2 sdnb | ||
| 100 | 1 | |a Zhu, Yikun |e VerfasserIn |0 (DE-588)1348166665 |0 (DE-627)1908400838 |4 aut | |
| 245 | 1 | 0 | |a Stepwise reduction of an asymmetric π-expanded pyracylene towards the crystalline radical trianion |c Yikun Zhu, Jan Borstelmann, Christian Neiss, Zheng Wei, Andreas Görling, Milan Kivala, and Marina A. Petrukhina |
| 246 | 3 | 0 | |a π |
| 246 | 3 | 3 | |a Stepwise reduction of an asymmetric pi -expanded pyracylene towards the crystalline radical trianion |
| 264 | 1 | |c 13 January 2025 | |
| 300 | |b Illustrationen | ||
| 300 | |a 7 | ||
| 336 | |a Text |b txt |2 rdacontent | ||
| 337 | |a Computermedien |b c |2 rdamedia | ||
| 338 | |a Online-Ressource |b cr |2 rdacarrier | ||
| 500 | |a Gesehen am 21.08.2025 | ||
| 520 | |a The chemical reduction of a pyracylene-hexa-peri-hexabenzocoronene-(HBC)-fused nanographene TPP was investigated with K and Rb metals to reveal its multi-electron acceptor abilities. The in situ reaction of TPP with the above alkali metals, monitored by UV-vis-NIR and 1H NMR spectroscopy, evidenced the stepwise reduction process. The use of different solvents and secondary ligands enabled isolation of single crystals of three different reduced states of TPP with 1, 2, and 3 electrons added to its π-system. This provided a unique set of carbanions with gradually increasing negative charge for in-depth structural analysis of the outcomes of controlled electron addition to a non-planar and asymmetric nanographene, using X-ray crystallographic, spectroscopic, and theoretical tools. EPR spectroscopy measurements of the mono- and triply-reduced TPP products revealed distinct EPR splitting patterns. DFT calculations demonstrated a notable difference in the spin density distribution of these two open-shell products and provided insights into experimental EPR data. Moreover, the influence of the counterions on the “naked” TPP anions was illustrated computationally. | ||
| 700 | 1 | |a Borstelmann, Jan |d 1994- |e VerfasserIn |0 (DE-588)120355740X |0 (DE-627)1688531661 |4 aut | |
| 700 | 1 | |a Neiss, Christian |e VerfasserIn |4 aut | |
| 700 | 1 | |a Wei, Zheng |e VerfasserIn |4 aut | |
| 700 | 1 | |a Görling, Andreas |e VerfasserIn |4 aut | |
| 700 | 1 | |a Kivala, Milan |e VerfasserIn |0 (DE-588)120357231X |0 (DE-627)1688558489 |4 aut | |
| 700 | 1 | |a Petrukhina, Marina A. |e VerfasserIn |4 aut | |
| 773 | 0 | 8 | |i Enthalten in |t Chemical science |d Cambridge : RSC, 2010 |g 16(2025), 7, Seite 3211-3217 |h Online-Ressource |w (DE-627)629702934 |w (DE-600)2559110-1 |w (DE-576)325003831 |x 2041-6539 |7 nnas |a Stepwise reduction of an asymmetric π-expanded pyracylene towards the crystalline radical trianion |
| 773 | 1 | 8 | |g volume:16 |g year:2025 |g number:7 |g pages:3211-3217 |g extent:7 |a Stepwise reduction of an asymmetric π-expanded pyracylene towards the crystalline radical trianion |
| 856 | 4 | 0 | |u https://doi.org/10.1039/D4SC08255A |x Verlag |x Resolving-System |z kostenfrei |3 Volltext |
| 856 | 4 | 0 | |u https://pubs.rsc.org/en/content/articlelanding/2025/sc/d4sc08255a |x Verlag |z kostenfrei |3 Volltext |
| 951 | |a AR | ||
| 992 | |a 20250821 | ||
| 993 | |a Article | ||
| 994 | |a 2025 | ||
| 998 | |g 120357231X |a Kivala, Milan |m 120357231X:Kivala, Milan |d 120000 |d 120100 |e 120000PK120357231X |e 120100PK120357231X |k 0/120000/ |k 1/120000/120100/ | ||
| 998 | |g 120355740X |a Borstelmann, Jan |m 120355740X:Borstelmann, Jan |d 120000 |d 120100 |e 120000PB120355740X |e 120100PB120355740X |k 0/120000/ |k 1/120000/120100/ |p 2 | ||
| 999 | |a KXP-PPN1933764783 |e 4759519327 | ||
| BIB | |a Y | ||
| SER | |a journal | ||
| JSO | |a {"person":[{"role":"aut","display":"Zhu, Yikun","roleDisplay":"VerfasserIn","given":"Yikun","family":"Zhu"},{"family":"Borstelmann","given":"Jan","display":"Borstelmann, Jan","roleDisplay":"VerfasserIn","role":"aut"},{"family":"Neiss","given":"Christian","display":"Neiss, Christian","roleDisplay":"VerfasserIn","role":"aut"},{"family":"Wei","given":"Zheng","roleDisplay":"VerfasserIn","display":"Wei, Zheng","role":"aut"},{"family":"Görling","given":"Andreas","display":"Görling, Andreas","roleDisplay":"VerfasserIn","role":"aut"},{"given":"Milan","family":"Kivala","role":"aut","display":"Kivala, Milan","roleDisplay":"VerfasserIn"},{"role":"aut","display":"Petrukhina, Marina A.","roleDisplay":"VerfasserIn","given":"Marina A.","family":"Petrukhina"}],"title":[{"title_sort":"Stepwise reduction of an asymmetric π-expanded pyracylene towards the crystalline radical trianion","title":"Stepwise reduction of an asymmetric π-expanded pyracylene towards the crystalline radical trianion"}],"type":{"media":"Online-Ressource","bibl":"article-journal"},"note":["Gesehen am 21.08.2025"],"language":["eng"],"recId":"1933764783","titleAlt":[{"title":"Stepwise reduction of an asymmetric pi -expanded pyracylene towards the crystalline radical trianion"}],"name":{"displayForm":["Yikun Zhu, Jan Borstelmann, Christian Neiss, Zheng Wei, Andreas Görling, Milan Kivala, and Marina A. Petrukhina"]},"origin":[{"dateIssuedKey":"2025","dateIssuedDisp":"13 January 2025"}],"id":{"eki":["1933764783"],"doi":["10.1039/D4SC08255A"]},"physDesc":[{"noteIll":"Illustrationen","extent":"7 S."}],"relHost":[{"part":{"extent":"7","text":"16(2025), 7, Seite 3211-3217","volume":"16","issue":"7","pages":"3211-3217","year":"2025"},"pubHistory":["1.2010 -"],"corporate":[{"role":"isb","display":"Royal Society of Chemistry","roleDisplay":"Herausgebendes Organ"}],"language":["eng"],"recId":"629702934","disp":"Stepwise reduction of an asymmetric π-expanded pyracylene towards the crystalline radical trianionChemical science","type":{"bibl":"periodical","media":"Online-Ressource"},"note":["Gesehen am 04.11.25"],"title":[{"title":"Chemical science","title_sort":"Chemical science"}],"physDesc":[{"extent":"Online-Ressource"}],"id":{"zdb":["2559110-1"],"eki":["629702934"],"issn":["2041-6539"]},"origin":[{"publisher":"RSC","dateIssuedKey":"2010","dateIssuedDisp":"2010-","publisherPlace":"Cambridge"}],"name":{"displayForm":["RSC, Royal Society of Chemistry"]}}]} | ||
| SRT | |a ZHUYIKUNBOSTEPWISERE1320 | ||