A Green Approach for Copper-Free Sonogashira Reaction of Aryl Halides with Phenylacetylene in the Presence of Nano-Pd/Phosphorylated Silica (SDPP/Pd0)

Nasser Iranpoor; Habib Firouzabadi; Somayeh Motevalli; Khashayar Rajabi

doi:10.1071/CH14332

RESEARCH ARTICLE

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A Green Approach for Copper-Free Sonogashira Reaction of Aryl Halides with Phenylacetylene in the Presence of Nano-Pd/Phosphorylated Silica (SDPP/Pd⁰)

Nasser Iranpoor ^A ^B , Habib Firouzabadi ^A ^B , Somayeh Motevalli ^A and Khashayar Rajabi ^A

+ Author Affiliations

- Author Affiliations

^A Department of Chemistry, Shiraz University, Shiraz, 71454, Iran.

^B Corresponding authors. Email: iranpoor@susc.ac.ir; firouzabadi@susc.ac.ir

Australian Journal of Chemistry 68(6) 926-930 https://doi.org/10.1071/CH14332
Submitted: 29 May 2014 Accepted: 4 September 2014 Published: 24 November 2014

Abstract

Silicadiphenyl phosphinite (SDPP) is used as the solid support for the generation of nano SDPP/Pd(0) from Pd^II as pre-catalyst. This nano catalyst was used for the efficient copper-free Sonogashira reaction of aryl halides in PEG-200 as a solvent. The nano Pd(0) that can be used as pre-prepared or as in situ-generated catalyst exhibited excellent reactivity and stability in the Sonogashira cross-coupling reactions with different aryl iodides, bromides, and also chlorides. This heterogeneous catalyst can be easily recovered and reused in several runs. The use of PEG as solvent and K₂CO₃ as inorganic base together with the heterogeneous nature of the reaction can be considered as green conditions for this reaction.

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A Green Approach for Copper-Free Sonogashira Reaction of Aryl Halides with Phenylacetylene in the Presence of Nano-Pd/Phosphorylated Silica (SDPP/Pd0)

Abstract

References

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A Green Approach for Copper-Free Sonogashira Reaction of Aryl Halides with Phenylacetylene in the Presence of Nano-Pd/Phosphorylated Silica (SDPP/Pd⁰)