A σ,π-type monocarborane copper acetylide for regioselective 1,4-disubstituted 1,2,3-triazoles

Kang Zhang; Luting Feng; Yujie Jin; Jiyong Liu; Simon Duttwyler

doi:10.1039/D5CC00077G

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A σ,π-type monocarborane copper acetylide for regioselective 1,4-disubstituted 1,2,3-triazoles†

Kang Zhang,

*^a Luting Feng,^a Yujie Jin,^b Jiyong Liu*^b and Simon Duttwyler

*^b

Author affiliations

* Corresponding authors

^a Yuanpei College, Shaoxing University, Qunxian Road 2799, Shaoxing, P. R. China
E-mail: KangZhang@usx.edu.cn

^b Department of Chemistry, Zhejiang University, Yuhangtang Road 866, Hangzhou, P. R. China
E-mail: liujy@zju.edu.cn, duttwyler@zju.edu.cn

Abstract

A σ,π-bis(copper) acetylide complex, (CB₁₁H₁₁-12-C [triple bond, length as m-dash] C)Cu₂(PiPr₃)₃ (2), enables the formation of regioselective 1,4-disubstituted 1,2,3-triazoles containing monocarborane anion [CB₁₁H₁₂]⁻ via CuAAC with organic azides under mild conditions. This method achieves 1,2,3-triazolylated monocarboranes (3) in up to 97% yield, including a luminescent compound with optoelectronic potential.

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DOI: https://doi.org/10.1039/D5CC00077G
Article type: Communication
Submitted: 06 Jan 2025
Accepted: 04 Feb 2025
First published: 04 Feb 2025

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Chem. Commun., 2025, Advance Article

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A σ,π-type monocarborane copper acetylide for regioselective 1,4-disubstituted 1,2,3-triazoles

K. Zhang, L. Feng, Y. Jin, J. Liu and S. Duttwyler, Chem. Commun., 2025, Advance Article , DOI: 10.1039/D5CC00077G

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Chemical Communications

A σ,π-type monocarborane copper acetylide for regioselective 1,4-disubstituted 1,2,3-triazoles†

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A σ,π-type monocarborane copper acetylide for regioselective 1,4-disubstituted 1,2,3-triazoles

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