Journal ArticleDOI
Tridentate SCS Palladium(II) Complexes: New, Highly Stable, Recyclable Catalysts for the Heck Reaction
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TLDR
A pincer-type SCS ligand containing Pd(II) is a simple, robust catalyst for Heck chemistry using a variety of alkene acceptors and aryl iodides as discussed by the authors.Abstract:
A new pincer-type SCS ligand containing Pd(II) is a simple, robust catalyst for Heck chemistry using a variety of alkene acceptors and aryl iodides. It is less active with aryl bromides. While certain palladium(II) species insert slowly into the aryl C−H bond of an unsubstituted version of this ligand, the introduction of activating groups into the 5 position of the aromatic ring readily allows quantitative metal insertion. These ligands were synthesized and attached to soluble polymers by simple modification of inexpensive starting materials. For example, both 5-oxy and 5-amido SCS ligands were successfully appended to 5000 Mn poly(ethylene glycol) via ether or amide linkages, respectively. Both the 5-oxo and 5-amido complexes are active as Heck catalysts in DMF solution in air. The PEG-bound 5-amido-SCS−Pd complex was recycled via solvent precipitation three times with no observed catalyst deactivation. While the 5-amido-SCS−Pd complexes are very robust, their 5-oxo counterparts decompose slowly under c...read more
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The heck reaction as a sharpening stone of palladium catalysis.
TL;DR: s, or keywords if they used Heck-type chemistry in their syntheses, because it became one of basic tools of organic preparations, a natural way to make organic preparations.
Journal ArticleDOI
On the Nature of the Active Species in Palladium Catalyzed Mizoroki–Heck and Suzuki–Miyaura Couplings – Homogeneous or Heterogeneous Catalysis, A Critical Review
TL;DR: A wide array of forms of palladium has been utilized as precatalysts for Heck and Suzuki coupling reactions over the last 15 years as mentioned in this paper, and there are now many suggestions in the literature that narrow the scope of types of precatalyst that may be considered true catalysts in these coupling reactions.
Journal ArticleDOI
Cyclometalated phosphine-based pincer complexes: Mechanistic insight in catalysis, coordination, and bond activation
Journal ArticleDOI
Platinum Group Organometallics Based on “Pincer” Complexes: Sensors, Switches, and Catalysts
Martin Albrecht,Gerard van Koten +1 more
TL;DR: This review discusses the synthetic methodologies that are currently available for the preparation of platinum group metal complexes containing pincer ligands and especially emphasizes different applications that have been realized in materials science such as the development and engineering of sensors, switches, and catalysts.
References
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ORTEP-3 for Windows - a version of ORTEP-III with a Graphical User Interface (GUI)
TL;DR: L Lists of software presented and~or reviewed in the Journal of Applied Crystallography are available on the World Wide Web at the above address, together with information about the availability of the software where this is known.
Journal ArticleDOI
Organic Synthesis on Soluble Polymer Supports: Liquid-Phase Methodologies.
Dennis J. Gravert,Kim D. Janda +1 more
Journal ArticleDOI
Highly Active Pd(II) PCP-Type Catalysts for the Heck Reaction
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