4.7 Article

Glucose as a Clean and Renewable Reductant in the Pd-Nanoparticle-Catalyzed Reductive Homocoupling of Bromo- and Chloroarenes in Water

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 75, Issue 11, Pages 3908-3911

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo1005729

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Funding

  1. Minister dell'Universita e della Ricerca Scientifica e Tecnologica, Rome
  2. University of Bari

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An efficient and highly sustainable Ullmann-type homocoupling of bromo- and chloroarenes, including the more challenging electron-rich chloroarenes (e.g., 4-chloroanisole). catalyzed by in situ generated Pd colloids, is carried Out in aqueous medium under relatively mild conditions (temperatures ranging from 40 to 90 degrees C). Glucose is used as a clean and renewable reductant. while tetra butylammonium hydroxide (TBAOH) acts as base, surfactant, and phase-transfer agent, creating a favorable environment for the catalyst. Pd nanoparticle sizes, morphology, and chemical composition are ascertained by TEM and XPS analyses.

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