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Researchers synthesized novel polycyclic aromatic hydrocarbons called coronoids with large cavities, serving as models for porous graphene. These structures exhibit unique inner zigzag and outer armchair edges, opening possibilities for host-guest applications.

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Area of Science:

  • Materials Science
  • Organic Chemistry
  • Nanotechnology

Background:

  • Coronoids are polycyclic aromatic hydrocarbons (PAHs) with geometrically defined cavities.
  • They are promising model structures for understanding porous graphene.
  • On-surface synthesis enables the creation of complex molecular architectures.

Purpose of the Study:

  • To report the on-surface synthesis of specific coronoids, C168 ([6]coronoid) and C140 ([5]coronoid).
  • To investigate the structural and electronic properties of these synthesized coronoids.
  • To explore their potential for host-guest applications.

Main Methods:

  • On-surface synthesis using 5,9-dibromo-14-phenylbenzo[m]tetraphene as a precursor.
  • Low-temperature scanning tunneling microscopy/spectroscopy (LT-STM/STS).
  • Noncontact atomic force microscopy (NC-AFM).
  • Density functional theory (DFT) calculations.

Main Results:

  • Successful synthesis of C168 ([6]coronoid) and C140 ([5]coronoid).
  • Coronoids possess large cavities (>1 nm) with distinct inner zigzag and outer armchair edges.
  • [6]coronoid is planar, while [5]coronoid exhibits non-planarity.
  • Experimental results align with DFT calculations regarding structural and electronic properties.
  • Ring current effect analysis identified highly aromatic rings matching their Clar structures.

Conclusions:

  • The synthesized coronoids serve as valuable model systems for porous graphene.
  • The unique cavity structures and edge configurations offer potential for molecular recognition.
  • Further functionalization of the pores could lead to advanced host-guest applications.