Embedding a planar antiaromatic cyclooctatetraene into a truxene-derived polycyclic aromatic hydrocarbon
Two contorted, monkey saddle-shaped polycyclic aromatic hydrocarbons (PAHs) with tailored substitution patterns were synthesized to enhance their inversion barriers. Along the way, a chiral, truxene-based PAH featuring a planar cyclooctatetraene (COT) core was discovered and structurally confirmed b...
Gespeichert in:
| Hauptverfasser: | , , |
|---|---|
| Dokumenttyp: | Article (Journal) Editorial |
| Sprache: | Englisch |
| Veröffentlicht: |
July 15, 2025
|
| In: |
Organic letters
Year: 2025, Jahrgang: 27, Heft: 29, Pages: 7944-7949 |
| ISSN: | 1523-7052 |
| DOI: | 10.1021/acs.orglett.5c02272 |
| Online-Zugang: | Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1021/acs.orglett.5c02272
|
| Verfasserangaben: | Simone F. Ebel, Frank Rominger, and Michael Mastalerz |
MARC
| LEADER | 00000naa a2200000 c 4500 | ||
|---|---|---|---|
| 001 | 194072967X | ||
| 003 | DE-627 | ||
| 005 | 20251110113214.0 | ||
| 007 | cr uuu---uuuuu | ||
| 008 | 251110s2025 xx |||||o 00| ||eng c | ||
| 024 | 7 | |a 10.1021/acs.orglett.5c02272 |2 doi | |
| 035 | |a (DE-627)194072967X | ||
| 035 | |a (DE-599)KXP194072967X | ||
| 040 | |a DE-627 |b ger |c DE-627 |e rda | ||
| 041 | |a eng | ||
| 084 | |a 30 |2 sdnb | ||
| 100 | 1 | |a Ebel, Simone Felicia |e VerfasserIn |0 (DE-588)1365431231 |0 (DE-627)1925463273 |4 aut | |
| 245 | 1 | 0 | |a Embedding a planar antiaromatic cyclooctatetraene into a truxene-derived polycyclic aromatic hydrocarbon |c Simone F. Ebel, Frank Rominger, and Michael Mastalerz |
| 264 | 1 | |c July 15, 2025 | |
| 300 | |b Illustrationen | ||
| 300 | |a 6 | ||
| 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 10.11.2025 | ||
| 520 | |a Two contorted, monkey saddle-shaped polycyclic aromatic hydrocarbons (PAHs) with tailored substitution patterns were synthesized to enhance their inversion barriers. Along the way, a chiral, truxene-based PAH featuring a planar cyclooctatetraene (COT) core was discovered and structurally confirmed by X-ray crystallography. Its antiaromatic character and optoelectronic properties were investigated and compared to those of its negatively curved precursor. Deuterium-labeling experiments and DFT calculations provided insights into the formation of the planar COT ring. | ||
| 700 | 1 | |a Rominger, Frank |d 1964- |e VerfasserIn |0 (DE-588)1019978228 |0 (DE-627)691067821 |0 (DE-576)359202756 |4 aut | |
| 700 | 1 | |a Mastalerz, Michael |d 1972- |e VerfasserIn |0 (DE-588)130559431 |0 (DE-627)503822701 |0 (DE-576)298267950 |4 aut | |
| 773 | 0 | 8 | |i Enthalten in |t Organic letters |d Washington, DC : ACS, 1999 |g 27(2025), 29, Seite 7944-7949 |h Online-Ressource |w (DE-627)306717662 |w (DE-600)1501522-1 |w (DE-576)082438013 |x 1523-7052 |7 nnas |a Embedding a planar antiaromatic cyclooctatetraene into a truxene-derived polycyclic aromatic hydrocarbon |
| 773 | 1 | 8 | |g volume:27 |g year:2025 |g number:29 |g pages:7944-7949 |g extent:6 |a Embedding a planar antiaromatic cyclooctatetraene into a truxene-derived polycyclic aromatic hydrocarbon |
| 856 | 4 | 0 | |u https://doi.org/10.1021/acs.orglett.5c02272 |x Verlag |x Resolving-System |z lizenzpflichtig |3 Volltext |
| 951 | |a AR | ||
| 992 | |a 20251110 | ||
| 993 | |a Editorial | ||
| 994 | |a 2025 | ||
| 998 | |g 130559431 |a Mastalerz, Michael |m 130559431:Mastalerz, Michael |d 120000 |d 120100 |e 120000PM130559431 |e 120100PM130559431 |k 0/120000/ |k 1/120000/120100/ |p 3 |y j | ||
| 998 | |g 1019978228 |a Rominger, Frank |m 1019978228:Rominger, Frank |d 120000 |d 120100 |e 120000PR1019978228 |e 120100PR1019978228 |k 0/120000/ |k 1/120000/120100/ |p 2 | ||
| 998 | |g 1365431231 |a Ebel, Simone Felicia |m 1365431231:Ebel, Simone Felicia |p 1 |x j | ||
| 999 | |a KXP-PPN194072967X |e 4801833659 | ||
| BIB | |a Y | ||
| SER | |a journal | ||
| JSO | |a {"note":["Gesehen am 10.11.2025"],"relHost":[{"name":{"displayForm":["American Chemical Society"]},"recId":"306717662","disp":"Embedding a planar antiaromatic cyclooctatetraene into a truxene-derived polycyclic aromatic hydrocarbonOrganic letters","id":{"eki":["306717662"],"issn":["1523-7052"],"zdb":["1501522-1"]},"origin":[{"dateIssuedDisp":"1999-","publisher":"ACS","dateIssuedKey":"1999","publisherPlace":"Washington, DC"}],"part":{"pages":"7944-7949","volume":"27","text":"27(2025), 29, Seite 7944-7949","extent":"6","issue":"29","year":"2025"},"type":{"bibl":"periodical","media":"Online-Ressource"},"note":["Gesehen am 25.08.2020"],"pubHistory":["1.1999 -"],"language":["eng"],"physDesc":[{"extent":"Online-Ressource"}],"title":[{"title_sort":"Organic letters","title":"Organic letters"}]}],"type":{"media":"Online-Ressource","bibl":"article-journal"},"physDesc":[{"noteIll":"Illustrationen","extent":"6 S."}],"language":["eng"],"title":[{"title":"Embedding a planar antiaromatic cyclooctatetraene into a truxene-derived polycyclic aromatic hydrocarbon","title_sort":"Embedding a planar antiaromatic cyclooctatetraene into a truxene-derived polycyclic aromatic hydrocarbon"}],"person":[{"given":"Simone Felicia","role":"aut","family":"Ebel","display":"Ebel, Simone Felicia"},{"family":"Rominger","role":"aut","given":"Frank","display":"Rominger, Frank"},{"display":"Mastalerz, Michael","family":"Mastalerz","role":"aut","given":"Michael"}],"recId":"194072967X","name":{"displayForm":["Simone F. Ebel, Frank Rominger, and Michael Mastalerz"]},"origin":[{"dateIssuedDisp":"July 15, 2025","dateIssuedKey":"2025"}],"id":{"eki":["194072967X"],"doi":["10.1021/acs.orglett.5c02272"]}} | ||
| SRT | |a EBELSIMONEEMBEDDINGA1520 | ||