Chitosan-based heterogeneous catalysts for Suzuki and Heck reactions

Hardy, Jeffrey; Hubert, Sandrine; Macquarrie, Duncan J.; Wilson, Anna

doi:10.1039/b312145n

Cited by 248 publications

(129 citation statements)

References 25 publications

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“…These ligands can be easily synthesized by the condensation reactions between pyridine-2-carboxylaldehyde and different diamines. This simple synthetic approach means that the ligand synthesis is amenable to forming heterogeneous solid-supported catalytic systems [52]. In our study, the resulting ligands contain backbones of differing chemical type and length attached to the donor groups.…”

Section: Ligand Effectmentioning

confidence: 99%

Room temperature aerobic oxidation of alcohols using CuBr2 with TEMPO and a tetradentate polymer based pyridyl-imine ligand

Kerton

2012

Applied Catalysis A: General

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Abstract.A series of tetradentate pyridyl-imine terminated Schiff-base ligands has been investigated for their ability in the catalytic oxidation of alcohols when combined with copper bromide (CuBr 2 ) and 2,2,6,6-tetramethylpiperidyl-1-oxy (TEMPO). Analogous bidentate ligands showed poorer catalytic activity and the ratio of Cu:ligand was of crucial importance in maintaining high yields. The polydimethylsiloxane (PDMS) derived pyridyl-imine terminated ligand combined with copper (II) ions affords an effective and selective catalyst for aerobic oxidations of primary and secondary alcohols under aqueous conditions. Preliminary mechanistic studies suggest that bimetallic complexes may be playing a role in the catalytic transformation. Graphical Abstract1

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Section: Ligand Effectmentioning

confidence: 99%

Room temperature aerobic oxidation of alcohols using CuBr2 with TEMPO and a tetradentate polymer based pyridyl-imine ligand

Kerton

2012

Applied Catalysis A: General

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“…Also in 2004, Macquarrie et al 205 prepared the chitosanpyridine imine-based palladium complex 120 ( Figure 20) and found that it is an excellent and reusable precatalyst for Suzuki reactions involving aryl and heteroaryl bromides.…”

Section: Figure 17mentioning

confidence: 99%

Untitled

2004

Synthesis

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This review with 206 references covers the literature published until March 2004 on the development and applications of new efficient catalyst systems for the Suzuki palladium-catalysed cross-coupling reaction of organoboron compounds with organic electrophiles. Where possible, the relative advantages of the new catalyst systems in this synthetically very important carbon-carbon bond forming reaction have been compared.

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“…Immobilization of catalysts on polymer supports also improves catalyst recyclability and performance. Progress has been made in using polymer supports based on natural resources; for example, chemically modified chitosan films have been used to support catalysts for Suzuki and Heck reactions (31), and materials made from corn starch show promise in heterogeneous base catalysis (32).…”

Section: Catalysismentioning

confidence: 99%

Green chemistry: the emergence of a transformative framework

Anastas

Beach

2007

Green Chemistry Letters and Reviews

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Since the Twelve Principles of Green Chemistry were formulated in the 1990s, there have been tremendous successes in developing new products and processes to be more compatible with human health, the environment, and sustainability goals. This review gives a sampling of research successes from the last 20 years, including advances in synthetic efficiency, application of alternative synthetic methods, use of less hazardous solvents and reagents, and development of renewable resources for chemical feedstocks. The future of green chemistry will depend on innovations that consolidate and integrate these achievements that have been made, using all Twelve Principles as a framework for intentional design. Designing for sustainability and reduced hazard should not be viewed as constraining, but rather as providing the freedom to explore and invent, bridging continents and scientific disciplines to create new solutions.

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Chitosan-based heterogeneous catalysts for Suzuki and Heck reactions

Abstract: Novel supported palladium catalysts have been developed based on chitosan as a support. These catalysts display excellent activity in the Suzuki and Heck reactions.

Cited by 248 publications

References 25 publications

Room temperature aerobic oxidation of alcohols using CuBr2 with TEMPO and a tetradentate polymer based pyridyl-imine ligand

Room temperature aerobic oxidation of alcohols using CuBr2 with TEMPO and a tetradentate polymer based pyridyl-imine ligand

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Green chemistry: the emergence of a transformative framework

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