Issue 25, 2022

On-surface synthesis of a phenylene analogue of nonacene

Abstract

Cyclobuta[1,2-b:3,4-b′]ditetracene – an analogue of nonacene with a cyclobutadiene unit embedded in the central part has been synthesized by the combination of solution and on-surface chemistry. The atomic structure and electronic properties of the product on Au(111) have been determined by high resolution scanning tunnelling microscopy/spectroscopy corroborated by density functional theory calculations. Structural and magnetic parameters derived from theoretical calculations reveal that π conjugation is dominated by radialene-type contribution, with an admixture of cyclobutadiene-like antiaromaticity.

Graphical abstract: On-surface synthesis of a phenylene analogue of nonacene

Supplementary files

Article information

Article type
Communication
Submitted
24 Jan 2022
Accepted
01 Mar 2022
First published
01 Mar 2022

Chem. Commun., 2022,58, 4063-4066

On-surface synthesis of a phenylene analogue of nonacene

I. Izydorczyk, O. Stoica, M. Krawiec, R. Blieck, R. Zuzak, M. Stępień, A. M. Echavarren and S. Godlewski, Chem. Commun., 2022, 58, 4063 DOI: 10.1039/D2CC00479H

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