Journal Article

PUBDB-2025-04709

http://join2-wiki.gsi.de/foswiki/pub/Main/Artwork/join2_logo100x88.png Size and Geometry Impact the Chiroptical Properties of Double Nanohoops

Seitz, P.Extern* ; Rzesny, L. ; Busse, D. ; Xiang, X. ; Hermann, M.Extern* ; Estaque, L. ; Pieters, G. ; Esser, B. (Corresponding author)Extern*

2025
ACS Publications Washington, DC

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Please use a persistent id in citations: doi:10.1021/jacs.5c12590  doi:10.3204/PUBDB-2025-04709

Abstract: : Conjugated nanohoops have attracted much attention in recent years due to their unique optoelectronic properties.Amorecomplexgeometry, inwhichtwonanohoopsare covalentlylinkedtoformaso-calleddoublenanohoop,canhavea significant influenceon themorphology, (chir)optical properties andsupramolecular interactions comparedtoa singlenanohoop. Herein,wepresent thesystematicdesign, synthesis, structuraland chiroptical analysis of a novel series of three chiral double nanohoops togetherwiththeir singlehoopreferencecompounds. Theyeach incorporatea tetrahydroindeno[2,1-a]indene-5,10-diol unit asanasymmetricbridgewithcentral chirality.Notably, they displayhighphotoluminescencequantumyieldsof79−95%,alongwithdistincttrendsinabsorption,emission,andenergytransfer dynamics.EnantiomersofthedoubleandreferencesinglenanohoopsweresuccessfullyseparatedbyHPLCusingachiralstationary phase, and their chiroptical propertieswere investigated throughelectronic circular dichroism(ECD) andcircularlypolarized luminescence(CPL)spectroscopyrevealingincreasedasymmetryfactors(gabs)comparedtotheirreferencecompounds.Ourstudy provides a systematic explorationof howsize, geometry, andasymmetry impact theoptoelectronic behavior of chiral double nanohoopsandoffersvaluable insight for thedevelopmentofhigh-performancechiropticalmaterials.

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Contributing Institute(s):

1. DOOR-User (DOOR ; HAS-User)

Research Program(s):

1. 6G3 - PETRA III (DESY) (POF4-6G3) (POF4-6G3)
2. FS-Proposal: R-20241280 (R-20241280) (R-20241280)
3. DFG project G:(GEPRIS)434040413 - Pentalenbasierte antiaromatische Nanoreifen und Nanogürtel (PANEL) (434040413) (434040413)
4. DFG project G:(GEPRIS)446026621 - ORGanische ANIONen-“Rocking-Chair”-Batterien mit kleinen Molekülen als Elektrodenmaterialien und ihre Leistungsevaluation (446026621) (446026621)
5. DFG project G:(GEPRIS)528773185 - MALDI-TOF/TOF Massenspektrometer (528773185) (528773185)
6. DFG project 445470598 - 600 MHz-NMR-Gerät mit Stickstoff-gekühltem Probenkopf (445470598) (445470598)
7. DFG project 445471097 - 400 MHz-NMR-Konsole mit Festkörper-Probenköpfen (445471097) (445471097)
8. DFG project 445471845 - 400 MHz-NMR-Konsole mit Breitband-Probenkopf (445471845) (445471845)
9. DFG project G:(GEPRIS)534044797 - Large Scale Data Facility 3 - Anteil Forschungsgroßgerät (LSDF3-FuGG) (534044797) (534044797)

Experiment(s):

1. PETRA Beamline P24 (PETRA III)

Appears in the scientific report 2025

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