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Literature DB >> 26053934

Ligand-Assisted Gold-Catalyzed Cross-Coupling with Aryldiazonium Salts: Redox Gold Catalysis without an External Oxidant.

Rong Cai¹, Mei Lu², Ellen Y Aguilera¹, Yumeng Xi¹, Novruz G Akhmedov¹, Jeffrey L Petersen¹, Hao Chen², Xiaodong Shi³.

Abstract

Gold-catalyzed C(sp)-C(sp(2)) and C(sp(2))-C(sp(2)) cross-coupling reactions are accomplished with aryldiazonium salts as the coupling partner. With the assistance of bpy ligand, gold(I) species were oxidized to gold(III) by diazonium without any external oxidants. Monitoring the reaction with NMR and ESI-MS provided strong evidence for the nitrogen extrusion followed by Au(III) reductive elimination as the key step.

Entities: Chemical Species

Keywords: aryldiazonium salt; cross-coupling; gold; redox catalysis

Year: 2015 PMID： 26053934 DOI： 10.1002/anie.201503546

Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN： 1433-7851 Impact factor: 15.336

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Cited

16 in total

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3. Facilitating Gold Redox Catalysis with Electrochemistry: An Efficient Chemical-Oxidant-Free Approach.

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4. Mechanism of Photoredox-Initiated C-C and C-N Bond Formation by Arylation of IPrAu(I)-CF₃ and IPrAu(I)-Succinimide.

Authors: Suhong Kim; F Dean Toste
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5. Highly Efficient and Stereoselective Thioallylation of Alkynes: Possible Gold Redox Catalysis with No Need for a Strong Oxidant.

Authors: Jin Wang; Shuyao Zhang; Chang Xu; Lukasz Wojtas; Novruz G Akhmedov; Hao Chen; Xiaodong Shi
Journal: Angew Chem Int Ed Engl Date: 2018-05-07 Impact factor: 15.336

Ligand-Assisted Gold-Catalyzed Cross-Coupling with Aryldiazonium Salts: Redox Gold Catalysis without an External Oxidant.

1. High-contrast Noninvasive Imaging of Kidney Clearance Kinetics Enabled by Renal Clearable Nanofluorophores.

2. Gold Redox Catalysis with a Selenium Cation as a Mild Oxidant.

3. Facilitating Gold Redox Catalysis with Electrochemistry: An Efficient Chemical-Oxidant-Free Approach.

4. Mechanism of Photoredox-Initiated C-C and C-N Bond Formation by Arylation of IPrAu(I)-CF₃ and IPrAu(I)-Succinimide.

5. Highly Efficient and Stereoselective Thioallylation of Alkynes: Possible Gold Redox Catalysis with No Need for a Strong Oxidant.

6. Gold Redox Catalysis through Base-Initiated Diazonium Decomposition toward Alkene, Alkyne, and Allene Activation.

7. Visible light-induced transition metal-catalyzed transformations: beyond conventional photosensitizers.

8. Gold redox catalysis for cyclization/arylation of allylic oximes: synthesis of isoxazoline derivatives.

9. Homogeneous Gold Redox Chemistry: Organometallics, Catalysis, and Beyond.

10. Noninvasive Staging of Kidney Dysfunction Enabled by Renal-Clearable Luminescent Gold Nanoparticles.