Palladium-Catalyzed Coupling of Aryl Chlorides with Secondary Phosphines to Construct Unsymmetrical Tertiary Phosphines

The functionalization of the C-Cl bond in unactivated aryl chlorides under mild conditions presents a significant challenge. We disclose a general protocol for constructing both partially and entirely unsymmetrical tertiary phosphines through the Pd/keYPhos-catalyzed coupling of aryl chlorides with secondary phosphines under mild conditions. The reaction exhibits excellent functional group tolerance and broad substrate scopes. Furthermore, the rapid synthesis of ligands and luminescent compound sTPPs, alongside gram-scale systhesis, demonstrates the practical applicability of this method.

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Publication Details

Journal
Organic Letters
Published
2024-11-29
DOI
https://doi.org/10.1021/acs.orglett.4c03951
Citations
14
Primary Topic
Catalytic Cross-Coupling Reactions
Type
article
Field-Weighted Citation Impact
3.50

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article

Palladium-Catalyzed Coupling of Aryl Chlorides with Secondary Phosphines to Construct Unsymmetrical Tertiary Phosphines

Yuxuan Xiao, Lin Yu, Xun Yang, Haiyan Li et al.
14 citations
Organic Letters
Catalytic Cross-Coupling Reactions
3.50
article

Palladium-Catalyzed Coupling of Aryl Chlorides with Secondary Phosphines to Construct Unsymmetrical Tertiary Phosphines

Yuxuan Xiao, Lin Yu, Xun Yang, Haiyan Li, Wengui Duan, Ying Yin, Jing Liang, Jiahui Du
article en
14 citations

Abstract

The functionalization of the C-Cl bond in unactivated aryl chlorides under mild conditions presents a significant challenge. We disclose a general protocol for constructing both partially and entirely unsymmetrical tertiary phosphines through the Pd/keYPhos-catalyzed coupling of aryl chlorides with secondary phosphines under mild conditions. The reaction exhibits excellent functional group tolerance and broad substrate scopes. Furthermore, the rapid synthesis of ligands and luminescent compound sTPPs, alongside gram-scale systhesis, demonstrates the practical applicability of this method.

Organic LettersVol. 26(49)
Guangxi University (CN)
Natural Science Foundation of Guangxi Zhuang Autonomous Region
Openalex Percentile: Top 7%
Catalytic Cross-Coupling Reactions
3.50
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Palladium-Catalyzed Coupling of Aryl Chlorides with Secondary Phosphines to Construct Unsymmetrical Tertiary Phosphines — Yuxuan Xiao, Lin Yu, et al. · Organic Letters (2024) | TGRS Research Map | TGRS