Phospha-palladacycles and N-heterocyclic carbene palladium complexes: efficient catalysts for CC-coupling reactions

Herrmann, Wolfgang A.; Öfele, Karl; Preysing, Denise von; Schneider, Sabine

doi:10.1016/j.jorganchem.2003.07.028

Cited by 350 publications

(144 citation statements)

References 159 publications

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“…Herrmann et al [19] presents an eloquent summary about catalytic applications of palladium complexes with phosphorus ligands containing a metallated sp 3 -carbon centre (palladacycles) 36, 52 and with N-heterocyclic carbene ligands 41-46 and 53-62 ( Figure 8) for C-C and C-N coupling reactions of aryl halides. The activity of 36 was found to get increased to TONs of up to 4 × 10 4 after addition of tetrabutyl ammonium bromide in the reaction of aryl chlorides like 4-chloroacetophenone with n-butyl acrylate under standard conditions.…”

Section: 40mentioning

confidence: 99%

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Heck Reaction—State of the Art

Jagtap¹

2017

Catalysts

181

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Abstract:The Heck reaction is one of the most studied coupling reactions and is recognized with the Nobel Prize in Chemistry. Thousands of articles, hundreds of reviews and a number of books have been published on this topic. All reviews are written exhaustively describing the various aspects of Heck reaction and refer to the work done hitherto. Looking at the quantum of the monographs published, and the reviews based on them, we found a necessity to summarize all reviews on Heck reaction about catalysts, ligands, suggested mechanisms, conditions, methodologies and the compounds formed via Heck reaction in one review and generate a resource of information. One can find almost all the catalysts used so far for Heck reaction in this review.

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Section: 40mentioning

confidence: 99%

“…Few complexes contain both NHC and phosphine ligands leading to combine the advantages of stability of bis(carbene) complexes with the good activity of phosphine complexes in C-C coupling reactions. [19].…”

Section: 40mentioning

confidence: 99%

Heck Reaction—State of the Art

Jagtap¹

2017

Catalysts

181

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“…Cyclopalladated compounds (also called palladacycles) are the most active catalysts for C-C and C-heteroatom bond-forming reactions among the catalysts reported. 5,9,10 The Suzuki-Miyaura reaction, which is the direct cross-coupling of an aryl halide with boron-containing reagents in the presence of palladium catalyst, is arguably one of the easiest and most widely applied cross-coupling methods.…”

Section: Introductionmentioning

confidence: 99%

The synthesis, characterization, and catalytic properties of ($\kappa ^{2}-C,N)$-palladacycles with N-heterocyclic carbene-based ancillary ligands

Günay¹,

Çoğaşlioğlu²,

Fırıncı³

2015

Turk J Chem

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Novel five-membered ( κ 2 −C, N ) -palladacyclic complexes were prepared from the reaction of the corresponding acetate-bridged palladacycle dimer with N-heterocyclic carbene (NHC) ligands in high yields. Palladacyclic complexes (3) were fully characterized by elemental analysis and 1 H and 13 C NMR spectroscopy. Palladacyclic complexes were tested as catalyst for the C-C bond forming reaction. These complexes were found to be efficient catalysts for the Suzuki-Miyaura reaction of aryl bromides.

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“…The numerous applications of Pd-NHC systems have been comprehensively reviewed. [32][33][34][35][36][37][38] The development of new Pd-NHC complexes and the study of their applications are so fast that new achievements are obtained every year. Although some overlap with the already published review articles is inevitable, we will try to focus on the most recent examples that have appeared in the literature, and will give an especial emphasis to catalytic examples that differ from the classical C-C bond formation processes.…”

Section: Introductionmentioning

confidence: 99%