Skip to Main content Skip to Navigation
Journal articles

Exploiting the versatile alkyne-based chemistry for expanding the applications of a stable triphenylmethyl organic radical on surfaces

Abstract : The incorporation of terminal alkynes into the chemical structure of persistent organic perchlorotriphenylmethyl (PTM) radicals provides new chemical tools to expand their potential applications. In this work, this is demonstrated by the chemical functionalization of two types of substrates, hydrogenated SiO2-free silicon (Si-H) and gold, and, by exploiting the click chemistry, scarcely used with organic radicals, to synthesise multifunctional systems. On one hand, the one-step functionalization of Si-H allows a light-triggered capacitance switch to be successfully achieved under electrochemical conditions. On the other hand, the click reaction between the alkyne-terminated PTM radical and a ferrocene azide derivative, used here as a model azide system, leads to a multistate electrochemical switch. The successful post-surface modification makes the self-assembled monolayers reported here an appealing platform to synthesise multifunctional systems grafted on surfaces.
Document type :
Journal articles
Complete list of metadatas

https://hal-univ-rennes1.archives-ouvertes.fr/hal-02470141
Contributor : Laurent Jonchère <>
Submitted on : Friday, February 7, 2020 - 9:40:09 AM
Last modification on : Wednesday, August 26, 2020 - 2:07:33 PM
Long-term archiving on: : Friday, May 8, 2020 - 2:34:17 PM

File

c9sc04499j.pdf;
Publisher files allowed on an open archive

Licence


Distributed under a Creative Commons Attribution - NonCommercial 4.0 International License

Identifiers

Citation

J. Alejandro de Sousa, Francesc Bejarano, Diego Gutierrez, Yann R. Leroux, Ewa Malgorzata Nowik-Boltyk, et al.. Exploiting the versatile alkyne-based chemistry for expanding the applications of a stable triphenylmethyl organic radical on surfaces. Chemical Science , The Royal Society of Chemistry, 2020, 11 (2), pp.516-524. ⟨10.1039/c9sc04499j⟩. ⟨hal-02470141⟩

Share

Metrics

Record views

83

Files downloads

154