On-surface synthesis of extended linear graphyne molecular wires by protecting the alkynyl group

Sedona, Francesco; Fakhrabadi, Mir Masoud Seyyed; Carlotto, Silvia; Mohebbi, Elaheh; Boni, Francesco De; Casalini, Stefano; Casarin, Maurizio; Sambi, Mauro

doi:10.1039/d0cp01634a

Cited by 14 publications

(13 citation statements)

References 40 publications

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“…It has been reported that degradation processes often occur heterogeneously, for example, proceeding more rapidly at solid–liquid interfaces than in bulk. − Thus, obtaining a clear picture of the spatial variation of the interfacial degradation processes at the molecular level is very important. On-surface decomposition of organic layers can serve as a model for obtaining nanoscale mechanistic insights into material degradation processes. − Spatially resolved investigation of the decomposed sites and reactive intermediates involved at interfaces is crucial to the clear elucidation of the degradation mechanism. To achieve this, both high spatial resolution and chemical selectivity are required for characterization, which conventional analytical techniques used to study on-surface degradation chemistry often do not provide.…”

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confidence: 99%

Visualizing On-Surface Decomposition Chemistry at the Nanoscale Using Tip-Enhanced Raman Spectroscopy

Cai

Käser

Kumar

et al. 2022

J. Phys. Chem. Lett.

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Chemical imaging of molecular decomposition processes at solid–liquid interfaces is a long-standing problem in achieving mechanistic understanding. Conventional analytical tools fail to meet this challenge due to the lack of required chemical sensitivity and specificity at the nanometer scale. In this work, we demonstrate that high-resolution hyperspectral tip-enhanced Raman spectroscopy (TERS) imaging can be a powerful analytical tool for studying on-surface decomposition chemistry at the nanoscale. Specifically, we present a TERS-based hyperspectral approach to visualize the on-surface decomposition process of a pyridine-4-thiol self-assembled monolayer on atomically flat Au(111) surfaces under ambient conditions. Reactive intermediates involved in the degradation process are spectroscopically detected with 5 nm spatial resolution. With supporting density functional theory simulations, a key species could be assigned to the disulfide reaction intermediate. This work opens a new application area for studying on-surface decomposition chemistry and related dynamics quantitatively at solid–liquid interfaces with nanometer spatial resolution.

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confidence: 99%

Visualizing On-Surface Decomposition Chemistry at the Nanoscale Using Tip-Enhanced Raman Spectroscopy

Cai

Käser

Kumar

et al. 2022

J. Phys. Chem. Lett.

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“…Concerning the type-2 chains, they are partially cross-linked and are about 8–24 nm long and 1–3 nm wide, in line with typical sizes for covalent polymerization of similar systems based on small aromatic precursors. 36,41–44 The presence of 1D extended chains testifies that both active sites designed for covalent coupling are activated at this temperature, together with possible co-operating metal–organic bonds. Nevertheless, due to their intricate and stochastic structure, the chain analysis does not allow a clear assignment of precursor evolution upon coupling.…”

Section: Resultsmentioning

confidence: 97%

On-surface homocoupling reactivity of a chiral bifunctional bromoindanone molecule on Cu(111)

et al. 2022

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“…The reaction intermediates and products were unambiguously uncovered by STM, and reaction pathway was comprehended with the aid of DFT calculations. Instead of using terminal alkyne or forming C-C triple bond, another simple avenue to generate graphyne nanowire is the Ullmann coupling of precursor bearing internal alkynyl, as reported by Sedona et al [152]. The formation of well-defined graphyne chain was proposed to result from registry of OM and covalent chain with substrate, as well as Br adatoms acting as separator.…”

Section: Graphyne Chainsmentioning

confidence: 99%

Surface-assisted fabrication of low-dimensional carbon-based nanoarchitectures

Han

Zhu

2021

J. Phys.: Condens. Matter

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On-surface synthesis, as an alternative to traditional in-solution synthesis, has become an emerging research field and attracted extensive attention over the past decade due to its ability to fabricate nanoarchitectures with exotic properties. Compared to wet chemistry, the on-surface synthesis conducted on atomically flat solid surfaces under ultrahigh vacuum exhibits unprecedented characteristics and advantages, opening novel reaction pathways for chemical synthesis. Various low-dimensional nanostructures have been fabricated on solid surfaces (mostly metal surfaces) based on this newly developed approach. This paper reviews the classic and latest works regarding carbon-based low-dimensional nanostructures since the arrival of on-surface synthesis era. These nanostructures are categorized into zero-, one-and two-dimensional classes and each class is composed of numerous sub-nanostructures. For certain specific nanostructures, comprehensive reports are given, including precursor design, substrate choice, synthetic strategies and so forth. We hope that our review will shed light on the fabrication of some significant nanostructures in this young and promising scientific area.

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On-surface synthesis of extended linear graphyne molecular wires by protecting the alkynyl group

Abstract: In this paper we report on the use of an Ullmann-like aryl halide homocoupling reaction to obtain long Graphyne Molecular Wires (GY MWs) organized in dense, ordered arrays.

Cited by 14 publications

References 40 publications

Visualizing On-Surface Decomposition Chemistry at the Nanoscale Using Tip-Enhanced Raman Spectroscopy

Visualizing On-Surface Decomposition Chemistry at the Nanoscale Using Tip-Enhanced Raman Spectroscopy

On-surface homocoupling reactivity of a chiral bifunctional bromoindanone molecule on Cu(111)

Surface-assisted fabrication of low-dimensional carbon-based nanoarchitectures

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