+ Site Statistics
+ Search Articles
+ PDF Full Text Service
How our service works
Request PDF Full Text
+ Follow Us
Follow on Facebook
Follow on Twitter
Follow on LinkedIn
+ Subscribe to Site Feeds
Most Shared
PDF Full Text
+ Translate
+ Recently Requested

Preparation and Reactivation of Heterogeneous Palladium Catalysts and Applications in Sonogashira, Suzuki, and Heck Reactions in Aqueous Media

Preparation and Reactivation of Heterogeneous Palladium Catalysts and Applications in Sonogashira, Suzuki, and Heck Reactions in Aqueous Media

Chemistryopen 7(10): 803-813

A new type of heterogeneous palladium catalyst, PdMgAl-LDH, was facilely prepared by the immobilization of Pd2+ species in the layers of a Mg-Al layered double hydroxide (LDH) with co-precipitation, and then fully characterized by using powder XRD, thermogravimetric differential thermal analysis, TEM, energy-dispersive X-ray spectroscopy, and X-ray photoelectron spectroscopy techniques. These catalysts can efficiently catalyze copper-free Sonogashira, Suzuki and Heck coupling reactions of various aryl iodides, bromides, and chlorides in aqueous media under phosphine-ligand- and organic-base-free conditions. These catalysts feature easy recovery through simple filtration and could be reused at least six times without a marked loss in activity. Notably, they can be facilely reactivated by a combination of nitrolysis with co-precipitation. The basic LDH skeletons could effectively stabilize the Pd0 species created in situ and donate electron density to the Pd0 center to facilitate the oxidative addition of aryl halides, thus the PdMgAl-LDH catalysts are stable during catalysis.

Please choose payment method:

(PDF emailed within 0-6 h: $19.90)

Accession: 065886665

Download citation: RISBibTeXText

PMID: 30338204

DOI: 10.1002/open.201800139

Related references

Recyclable Heterogeneous Palladium Catalysts in Pure Water: Sustainable Developments in Suzuki, Heck, Sonogashira and TsujiTrost Reactions. Advanced Synthesis & Catalysis 352(1): 33-79, 2010

Di-2-pyridylmethylamine-based palladium complexes as new catalysts for Heck, Suzuki, and Sonogashira reactions in organic and aqueous solvents. Organic Letters 5(9): 1451-1454, 2003

The Clicked Pyridyl-Triazole Ligand: From Homogeneous to Robust, Recyclable Heterogeneous Mono- and Polymetallic Palladium Catalysts for Efficient Suzuki-Miyaura, Sonogashira, and Heck Reactions. Advanced Synthesis & Catalysis 355(1): 129-142, 2013

Benzimidazolium-Pyrazole-Palladium(II) Complexes: New and Efficient Catalysts for Suzuki, Heck and Sonogashira Reactions. Advanced Synthesis & Catalysis 350(14-15): 2391-2400, 2008

N-Heterocyclic Ncn-Pincer Palladium Complexes: A Source for General, Highly Efficient Catalysts in Heck, Suzuki, and Sonogashira Coupling Reactions. Synlett 20: 3116-3120, 2005

Hybrid Organic-Inorganic Materials from Di-(2-pyridyl)methylamine-Palladium Dichloride Complex as Recoverable Catalysts for Suzuki, Heck and Sonogashira Reactions. Advanced Synthesis & Catalysis 350(4): 577-590, 2008

A highly active palladium(II)-bis(oxazoline) catalyst for Suzuki-Miyaura, Mizoroki-Heck and sonogashira coupling reactions in aqueous dimethylformamide. Applied Organometallic Chemistry 29(6): 400-407, 2015

Carbon dioxide pressure induced heterogeneous and homogeneous Heck and Sonogashira coupling reactions using fluorinated palladium complex catalysts. Journal of Supercritical Fluids 51(2): 209-216, 2009

Preparation, characterization and application of silica-supported palladium complex as a new and heterogeneous catalyst for Suzuki and Sonogashira reactions. Applied Organometallic Chemistry 28(8): 589-594, 2014

Recyclable Hybrid Silica-Based Catalysts Derived from Pd–NHC Complexes for Suzuki, Heck and Sonogashira Reactions. European Journal of Organic Chemistry 2012(19), 2012

Palladium catalysts supported on mesoporous molecular sieves bearing nitrogen donor groups: preparation and use in Heck and Suzuki C-C bond-forming reactions. Chemsuschem 2(5): 442-451, 2009

Magnetic Nanoparticles-Supported Palladium: A Highly Efficient and Reusable Catalyst for the Suzuki, Sonogashira, and Heck Reactions. Advanced Synthesis & Catalysis 354(7): 1307-1318, 2012

Recycling of homogeneous Pd catalysts using superparamagnetic nanoparticles as novel soluble supports for Suzuki, Heck, and Sonogashira cross-coupling reactions. Chemical Communications 2005(35): 4435-4437, 2005

Base-Controlled Heck, Suzuki, and Sonogashira Reactions Catalyzed by Ligand-Free Platinum or Palladium Single Atom and Sub-Nanometer Clusters. Journal of the American Chemical Society 141(5): 1928-1940, 2019

High catalytic active palladium nanoparticles gradually discharged from multilayer films to promote Suzuki, Heck and Sonogashira cross coupling reactions. Journal of Colloid and Interface Science 463: 13-21, 2016