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Structural and electronic impacts of the axialsSubstitution at the phosphorus center of C(sp3)-bridged P-heterotriangulenes

The structural and electronic properties of the dimethylmethylene-bridged P-heterotriangulene have been systematically modulated by functionalization of its phosphorus center. The optoelectronic properties of the obtained derivatives in solution were characterized by UV/Vis absorption and emission s...

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Hauptverfasser: Harrer, Siegfried (VerfasserIn) , Schühle, Johannes D. R. (VerfasserIn) , Neiß, Christian (VerfasserIn) , Günthert, Marina (VerfasserIn) , Mittmann, Lena (VerfasserIn) , Reule, Andrea (VerfasserIn) , Leitner, Jonas (VerfasserIn) , Rominger, Frank (VerfasserIn) , Görling, Andreas (VerfasserIn) , Kivala, Milan (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: July 8, 2024
In: European journal of organic chemistry
Year: 2024, Jahrgang: 27, Heft: 26, Pages: 1-6
ISSN:1099-0690
DOI:10.1002/ejoc.202400368
Online-Zugang:Verlag, kostenfrei, Volltext: https://doi.org/10.1002/ejoc.202400368
Verlag, kostenfrei, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/ejoc.202400368
Volltext
Verfasserangaben:Siegfried Harrer, Johannes D.R. Schühle, Christian Neiß, Marina Günthert, Lena Mittmann, Andrea Reule, Jonas Leitner, Frank Rominger, Andreas Görling, and Milan Kivala
Beschreibung
Zusammenfassung:The structural and electronic properties of the dimethylmethylene-bridged P-heterotriangulene have been systematically modulated by functionalization of its phosphorus center. The optoelectronic properties of the obtained derivatives in solution were characterized by UV/Vis absorption and emission spectroscopy, cyclic voltammetry and 31P NMR spectroscopy. The solid state structures were analyzed by X-ray crystallography. The experimental results were corroborated by density functional theory calculations which revealed the crucial influence of the axial substitution on the bowl-shaped geometry of the phosphorus-centered polycyclic scaffold, which is proportional to the s-character of the P−X bond. The advantage of the bowl-shaped P-heterotriangulene scaffold was demonstrated by successful co-crystallization with fullerene C60.
Beschreibung:Gesehen am 11.10.2024
Beschreibung:Online Resource
ISSN:1099-0690
DOI:10.1002/ejoc.202400368

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