Synthesis of Triply Fused Porphyrin‐Nanographene Conjugates

Two unprecedented porphyrin fused nanographene molecules, 1 and 2, have been synthesized by the Scholl reaction from tailor‐made precursors based on benzo[m]tetraphene‐substituted porphyrins. The chemical structures were validated by a combination of high‐resolution matrix‐assisted laser desorption/...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Angewandte Chemie International Edition 2018-08, Vol.57 (35), p.11233-11237
Hauptverfasser: Chen, Qiang, Brambilla, Luigi, Daukiya, Lakshya, Mali, Kunal S., De Feyter, Steven, Tommasini, Matteo, Müllen, Klaus, Narita, Akimitsu
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:Two unprecedented porphyrin fused nanographene molecules, 1 and 2, have been synthesized by the Scholl reaction from tailor‐made precursors based on benzo[m]tetraphene‐substituted porphyrins. The chemical structures were validated by a combination of high‐resolution matrix‐assisted laser desorption/ionization time‐of‐flight mass spectrometry (HR MALDI‐TOF MS), IR and Raman spectroscopy, and scanning tunnelling microscopy (STM). The UV‐vis‐near infrared absorption spectroscopy of 1 and 2 demonstrated broad and largely red‐shifted absorption spectra extending up to 1000 and 1400 nm, respectively, marking the significant extension of the π‐conjugated systems. Triple whammy: Triply fused porphyrin‐nanographene conjugates (1 and 2) have been synthesized by the Scholl reaction using tailor‐made porphyrin based precursors. The conjugates show broad and intense near‐infrared absorption. The self‐assembled bilayer of 2 was observed at the trichlorobenzene/highly oriented pyrolytic graphite (HOPG) interface.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201805063