On-Surface Synthesis of Unsaturated Hydrocarbon Chains Through C-S Activation

Overview

Journal Chemistry

Specialty Chemistry

Date 2022 Jun 3

PMID 35657383

Authors

Luca Giovanelli

Remy Pawlak

Fatima Hussein

Oliver MacLean

Federico Rosei

Wentao Song

Corentin Pigot

Frederic Dumur

Didier Gigmes

Younal Ksari

Federica Bondino

Elena Magnano

Ernst Meyer

Sylvain Clair

Affiliations

Soon will be listed here.

Abstract

We use an on-surface synthesis approach to drive the homocoupling reaction of a simple dithiophenyl-functionalized precursor on Cu(111). The C-S activation reaction is initiated at low annealing temperature and yields unsaturated hydrocarbon chains interconnected in a fully conjugated reticulated network. High-resolution atomic force microscopy imaging reveals the opening of the thiophenyl rings and the presence of trans- and cis-oligoacetylene chains as well as pentalene units. The chemical transformations were studied by C 1s and S 2p core level photoemission spectroscopy and supported by theoretical calculations. At higher annealing temperature, additional cyclization reactions take place, leading to the formation of small graphene flakes.

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