Studying an antiaromatic polycyclic hydrocarbon adsorbed on different surfaces.

Abstract:

:Antiaromatic and open-shell molecules are attractive because of their distinct electronic and magnetic behaviour. However, their increased reactivity creates a challenge for probing their properties. Here, we describe the on-surface and in-solution generation and characterisation of a highly reactive antiaromatic molecule: indeno[1,2-b]fluorene (IF). In solution, we generated IF by KI-induced dehalogenation of a dibromo-substituted precursor molecule and found that IF survives for minutes at ambient conditions. Using atom manipulation at low temperatures we generated IF on Cu(111) and on bilayer NaCl. On these surfaces, we characterised IF by bond-order analysis using non-contact atomic force microscopy with CO-functionalised tips and by orbital imaging using scanning tunnelling microscopy. We found that the closed-shell configuration and antiaromatic character predicted for gas-phase IF are preserved on the NaCl film. On Cu(111), we observed significant bond-order reorganisation within the s-indacene moiety because of chemisorption, highlighting the importance of molecule surface interactions on the π-electron distribution.

journal_name

Nat Commun

journal_title

Nature communications

authors

Majzik Z,Pavliček N,Vilas-Varela M,Pérez D,Moll N,Guitián E,Meyer G,Peña D,Gross L

doi

10.1038/s41467-018-03368-9

subject

Has Abstract

pub_date

2018-03-22 00:00:00

pages

1198

issue

1

issn

2041-1723

pii

10.1038/s41467-018-03368-9

journal_volume

9

pub_type

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