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CC-BY - Uznanie autorstwaHighly Fluorescent Dyes Containing Conformationally Restrained Pyrazolylpyrene (Pyrazoolympicene) Chromophore
| dc.abstract.en | The triflic-acid-promoted cyclization of 1-phenyl-3-(pyren-1-yl)-1H-pyrazole-4-carbaldehyde afforded a mixture of 9-phenyl-7,9-dihydropyreno (10,1-fg)indazole and 9-phenylpyreno(10,1-fg)indazole7(9H)-one, readily separable by column chromatography. Both products contained a rigid six-ringed pyrazoolympicene backbone and exhibited bright fluorescence in chloroform solution and a weak fluorescence in the solid state. DFT and TD DFT calculations revealed that the lowest excited state (S1 ) of these compounds is populated via HOMO →LUMO π-π * transition. Furthermore, the synthesized compounds behaved as weak bases and their emission spectra showed substantial changes upon protonation. Therefore, they may be of interest for sensing of strongly acidic fluorophore environments. |
| dc.affiliation | Uniwersytet Warszawski |
| dc.contributor.author | Zakrzewski, Janusz |
| dc.contributor.author | Makal, Anna |
| dc.contributor.author | Wrona-Piotrowicz, Anna |
| dc.date.accessioned | 2024-01-25T03:11:35Z |
| dc.date.available | 2024-01-25T03:11:35Z |
| dc.date.copyright | 2022-02-14 |
| dc.date.issued | 2022 |
| dc.description.accesstime | AT_PUBLICATION |
| dc.description.finance | Publikacja bezkosztowa |
| dc.description.number | 4 |
| dc.description.version | FINAL_PUBLISHED |
| dc.description.volume | 27 |
| dc.identifier.doi | 10.3390/MOLECULES27041272 |
| dc.identifier.issn | 1420-3049 |
| dc.identifier.uri | https://repozytorium.uw.edu.pl//handle/item/108478 |
| dc.identifier.weblink | https://www.mdpi.com/1420-3049/27/4/1272/pdf |
| dc.language | eng |
| dc.pbn.affiliation | chemical sciences |
| dc.relation.ispartof | Molecules |
| dc.relation.pages | art.no. 1272 |
| dc.rights | CC-BY |
| dc.sciencecloud | nosend |
| dc.subject.en | DFT calculations |
| dc.subject.en | Fluorescence |
| dc.subject.en | Pyrazoolympicene |
| dc.title | Highly Fluorescent Dyes Containing Conformationally Restrained Pyrazolylpyrene (Pyrazoolympicene) Chromophore |
| dc.type | JournalArticle |
| dspace.entity.type | Publication |