We describe the first coronoid nano-graphene C216-molecule. As an extended polycyclic aromatic hydrocarbon containing a defined cavity, our molecule can be seen as a model system to study the influence of holes on the physical and chemical properties of graphene. Along the pathway of an eight-step synthesis including Yamamoto-type cyclization followed by 6-fold Diels-Alder cycloaddition, C216 was obtained by oxidative cyclodehydrogenation in the final step. The defined molecular structure with a cavity was unambiguously validated by MALDI-TOF mass spectrometry and FTIR, Raman, and UV-vis absorption spectroscopy coupled with DFT simulations.

A C216-Nanographene Molecule with Defined Cavity as Extended Coronoid

MAGHSOUMI, ALI;CASTIGLIONI, CHIARA;TOMMASINI, MATTEO MARIA SAVERIO;
2016-01-01

Abstract

We describe the first coronoid nano-graphene C216-molecule. As an extended polycyclic aromatic hydrocarbon containing a defined cavity, our molecule can be seen as a model system to study the influence of holes on the physical and chemical properties of graphene. Along the pathway of an eight-step synthesis including Yamamoto-type cyclization followed by 6-fold Diels-Alder cycloaddition, C216 was obtained by oxidative cyclodehydrogenation in the final step. The defined molecular structure with a cavity was unambiguously validated by MALDI-TOF mass spectrometry and FTIR, Raman, and UV-vis absorption spectroscopy coupled with DFT simulations.
2016
Chemistry (all); Catalysis; Biochemistry; Colloid and Surface Chemistry
File in questo prodotto:
File Dimensione Formato  
jacs%2E6b01181.pdf

Accesso riservato

Descrizione: articolo principale
: Publisher’s version
Dimensione 1.77 MB
Formato Adobe PDF
1.77 MB Adobe PDF   Visualizza/Apri
11311-1004102_Tommasini.pdf

accesso aperto

: Post-Print (DRAFT o Author’s Accepted Manuscript-AAM)
Dimensione 2.06 MB
Formato Adobe PDF
2.06 MB Adobe PDF Visualizza/Apri

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11311/991464
Citazioni
  • ???jsp.display-item.citation.pmc??? 17
  • Scopus 94
  • ???jsp.display-item.citation.isi??? 76
social impact