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Related Experiment Video

Updated: Jan 25, 2026

Synthesis of Cyclic Polymers and Characterization of Their Diffusive Motion in the Melt State at the Single Molecule Level

Synthesis of Cyclic Polymers and Characterization of Their Diffusive Motion in the Melt State at the Single Molecule Level

Published on: September 26, 2016

Exploring a Route to Cyclic Acenes by On-Surface Synthesis.

Fabian Schulz¹, Fátima García², Katharina Kaiser¹

¹IBM Research-Zurich, 8803, Rüschlikon, Switzerland.

Angewandte Chemie (International Ed. in English)

|April 27, 2019

Summary

On-surface synthesis of cyclacenes was explored using Diels-Alder cycloadditions and subsequent oxygen atom removal via scanning tunneling microscopy. This method shows potential for generating larger cyclacene structures.

Keywords:

arynes atomic force microscopy carbon nanobelts cyclacenes cycloadditions scanning tunneling microscopy

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Area of Science:

Organic Chemistry
Surface Science
Nanotechnology

Background:

Cyclacenes are fascinating polycyclic aromatic hydrocarbons with unique electronic properties.
On-surface synthesis offers a powerful platform for constructing complex molecular architectures.
Previous methods for cyclacene synthesis have limitations in scalability and control.

Purpose of the Study:

To explore a novel on-surface synthesis route for generating cyclacenes.
To investigate the feasibility of using atom manipulation to create cyclacene structures.
To assess the potential of this method for producing larger cyclacene molecules.

Main Methods:

Synthesis of tetraepoxycyclacenes via Diels-Alder cycloadditions.
Deposition of synthesized molecules onto a Cu(111) surface.
Scanning tunneling microscopy (STM)-based atom manipulation to remove oxygen atoms.
Atomic force microscopy (AFM) with CO-functionalized tips for product characterization.

Main Results:

Successful synthesis of tetraepoxycyclacenes.
Demonstration of oxygen atom removal using STM manipulation on Cu(111).
Characterization of reaction products indicating removal of up to two oxygen atoms per molecule.
Experimental evidence suggesting the viability of the route for larger epoxycyclacenes.

Conclusions:

The explored on-surface synthesis route shows promise for generating cyclacenes.
STM-based atom manipulation is a viable tool for modifying epoxycyclacenes.
The method holds potential for the scalable production of larger cyclacene structures.