γ-valerolactone as a renewable dipolar aprotic solvent deriving from biomass degradation for the Hiyama reaction

Ermal Ismalaj; Giacomo Strappaveccia; Eleonora Ballerini; Fausto Elisei; Oriana Piermatti; Dmitri Gelman; Luigi Vaccaro

doi:10.1021/sc5004727

γ-valerolactone as a renewable dipolar aprotic solvent deriving from biomass degradation for the Hiyama reaction

Ermal Ismalaj, Giacomo Strappaveccia, Eleonora Ballerini, Fausto Elisei, Oriana Piermatti, Dmitri Gelman, Luigi Vaccaro^*

^*Corresponding author for this work

Institute of Chemistry

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

115 Scopus citations

Abstract

γ-Valerolactone (GVL) can be a valid biobased replacement for toxic dipolar aprotic solvents especially in widely used cross-coupling reactions. In this contribution, we have proved that GVL can be a useful medium for the Hiyama reaction, and we developed a practical and efficient protocol for the Hiyama coupling using a nonexpensive and commercially available heterogeneous palladium catalyst without the use of any ligand or additive. Desired cross-coupling products 3a-m have been obtained in good to excellent yields (74-94%).

Original language	English
Pages (from-to)	2461-2464
Number of pages	4
Journal	ACS Sustainable Chemistry and Engineering
Volume	2
Issue number	10
DOIs	https://doi.org/10.1021/sc5004727
State	Published - 6 Oct 2014

Bibliographical note

Publisher Copyright:
© 2014 American Chemical Society.

Keywords

Green chemistry
Hiyama reaction
Renewable feedstock
Safer media
γ-Valerolactone

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10.1021/sc5004727

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abstract = "γ-Valerolactone (GVL) can be a valid biobased replacement for toxic dipolar aprotic solvents especially in widely used cross-coupling reactions. In this contribution, we have proved that GVL can be a useful medium for the Hiyama reaction, and we developed a practical and efficient protocol for the Hiyama coupling using a nonexpensive and commercially available heterogeneous palladium catalyst without the use of any ligand or additive. Desired cross-coupling products 3a-m have been obtained in good to excellent yields (74-94%).",

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AU - Ismalaj, Ermal

AU - Strappaveccia, Giacomo

AU - Ballerini, Eleonora

AU - Elisei, Fausto

AU - Piermatti, Oriana

AU - Gelman, Dmitri

AU - Vaccaro, Luigi

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KW - Hiyama reaction

KW - Renewable feedstock

KW - Safer media

KW - γ-Valerolactone

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γ-valerolactone as a renewable dipolar aprotic solvent deriving from biomass degradation for the Hiyama reaction

Abstract

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