Hemilabile P,N-Ligand-Assisted Gold-Catalyzed Heck Reaction of Aryl and Styryl Iodides with Styrenes

Cunbo Wei; Lizhu Zhang; Zhonghua Xia

doi:10.1021/acs.orglett.3c02244

Hemilabile P,N-Ligand-Assisted Gold-Catalyzed Heck Reaction of Aryl and Styryl Iodides with Styrenes

Cunbo Wei, Lizhu Zhang, Zhonghua Xia^*

^*Corresponding author for this work

School of Material Science and Engineering

Beijing Institute of Technology

Research output: Contribution to journal › Article › peer-review

6 Citations (Scopus)

Abstract

A gold-catalyzed Heck reaction of aryl and styryl iodides with styrenes was developed. The hemilabile P,N-ligand-assisted gold-catalyzed C(sp²)-C(sp²) cross-coupling can synthesize stilbenes and bistyryl complexes, with good functional-group tolerance and mild conditions. The elementary organometallic steps of migratory insertion and β-hydride elimination might be involved in this ligand-enabled Au(I)/Au(III)-catalyzed Heck reaction with styrenes.

Original language	English
Pages (from-to)	6808-6812
Number of pages	5
Journal	Organic Letters
Volume	25
Issue number	37
DOIs	https://doi.org/10.1021/acs.orglett.3c02244
Publication status	Published - 22 Sept 2023

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10.1021/acs.orglett.3c02244

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title = "Hemilabile P,N-Ligand-Assisted Gold-Catalyzed Heck Reaction of Aryl and Styryl Iodides with Styrenes",

abstract = "A gold-catalyzed Heck reaction of aryl and styryl iodides with styrenes was developed. The hemilabile P,N-ligand-assisted gold-catalyzed C(sp2)-C(sp2) cross-coupling can synthesize stilbenes and bistyryl complexes, with good functional-group tolerance and mild conditions. The elementary organometallic steps of migratory insertion and β-hydride elimination might be involved in this ligand-enabled Au(I)/Au(III)-catalyzed Heck reaction with styrenes.",

author = "Cunbo Wei and Lizhu Zhang and Zhonghua Xia",

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T1 - Hemilabile P,N-Ligand-Assisted Gold-Catalyzed Heck Reaction of Aryl and Styryl Iodides with Styrenes

AU - Wei, Cunbo

AU - Zhang, Lizhu

AU - Xia, Zhonghua

PY - 2023/9/22

Y1 - 2023/9/22

N2 - A gold-catalyzed Heck reaction of aryl and styryl iodides with styrenes was developed. The hemilabile P,N-ligand-assisted gold-catalyzed C(sp2)-C(sp2) cross-coupling can synthesize stilbenes and bistyryl complexes, with good functional-group tolerance and mild conditions. The elementary organometallic steps of migratory insertion and β-hydride elimination might be involved in this ligand-enabled Au(I)/Au(III)-catalyzed Heck reaction with styrenes.

AB - A gold-catalyzed Heck reaction of aryl and styryl iodides with styrenes was developed. The hemilabile P,N-ligand-assisted gold-catalyzed C(sp2)-C(sp2) cross-coupling can synthesize stilbenes and bistyryl complexes, with good functional-group tolerance and mild conditions. The elementary organometallic steps of migratory insertion and β-hydride elimination might be involved in this ligand-enabled Au(I)/Au(III)-catalyzed Heck reaction with styrenes.

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DO - 10.1021/acs.orglett.3c02244

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JO - Organic Letters

JF - Organic Letters

IS - 37

ER -

Hemilabile P,N-Ligand-Assisted Gold-Catalyzed Heck Reaction of Aryl and Styryl Iodides with Styrenes

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