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Synthesis and Properties of Palladium–Triazolopyridinylidene: Catalyst for Cross-Coupling Using Chloroarenes and Nitroarenes

20 May 2022, Version 1
Working Paper
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

The synthesis and catalytic activity of triazolopyridinylidene as a novel abnormal N-heterocyclic carbene (aNHC) ligand was described. The evaluation of physical properties using X-ray crystallographic analysis and infrared spectroscopy revealed that these triazolopyridinyli-denes have a high electron-donating ability to the metal center. Aapplication of triazolopyridinylidenes to palladium-catalyzed cross-coupling of chloroarenes and nitroarenes showcased its ability to activate C–Cl and C–NO2 bonds.

Keywords

triazolopyridinylidene
N-heterocyclic carbene
palladium
nitroarenes

Supplementary materials

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Supporting Information
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Experimental procedures and spectroscopic data for compounds in-cluding 1H-, 13C-, and 19F-NMR spectra and crystallographic data (PDF).
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Yamaguchi Lab
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J. Yamaguchi lab
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Now Published

Synthesis and Properties of Pyridine-Fused Triazolylidene–Palladium: Catalyst for Cross-Coupling Using Chloroarenes and Nitroarenes [opens in a new tab]
Keiichiro Iizumi, Keito P. Nakayama, Kenta Kato, Kei Muto, Junichiro Yamaguchi journal article
The Journal of Organic Chemistry , Volume 87, Issue 17
Online publication date: Aug 24, 2022

Version History

May 20, 2022 Version 1

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The content is available under CC BY NC 4.0 [opens in a new tab]

DOI

10.26434/chemrxiv-2022-qs9s9
D O I: 10.26434/chemrxiv-2022-qs9s9 [opens in a new tab]

Funding

Japan Society for the Promotion of Science
JP21H05213
Japan Society for the Promotion of Science
JP21K05079
Exploratory Research for Advanced Technology
JPMJER1901

Author’s competing interest statement

The author(s) have declared they have no conflict of interest with regard to this content

Ethics

The author(s) declare that they have sought and gained approval from the relevant ethics committee/IRB for this research and its publication.

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