scholarly journals Palladium-heterogenized porous polyimide materials as effective and recyclable catalysts for reactions in water

2015 ◽  
Vol 17 (1) ◽  
pp. 466-473 ◽  
Author(s):  
E. Rangel Rangel ◽  
E. M. Maya ◽  
F. Sánchez ◽  
J. G. de la Campa ◽  
M. Iglesias
Keyword(s):  
Cross Coupling ◽  
Palladium Complexes ◽  
Recyclable Catalysts

Functionalized porous polyimides were used as supports for palladium complexes leading to efficient catalysts for the Suzuki cross-coupling of water.

scholarly journals A Quantum-Chemical DFT Approach to Elucidation of the Chirality Transfer Mechanism of the Enantioselective Suzuki–Miyaura Cross-Coupling Reaction

2017 ◽  
Vol 2017 ◽  
pp. 1-12 ◽  
Author(s):  
Radomir Jasiński ◽  
Oleg M. Demchuk ◽  
Dmytro Babyuk
Keyword(s):  
Quantum Chemical ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Palladium Complexes ◽  
Initial Reaction ◽  
Chiral Ligand ◽  
Chirality Transfer ◽  
Cross Coupling Reaction ◽  
Enantioselective Reactions ◽  
Selection Of

The DFT calculations of the simplified model of the asymmetric Suzuki–Miyaura coupling reaction were performed at the M062x/LANL2DZ theory level at first. It was found that enantioselective reactions mediated by the palladium complexes of chiral C,P-ligands follow a four-stage mechanism similar to that proposed previously as one of the most credible mechanisms. It should be underlined that the presence of substituents in the substrates and the chiral ligand at ortho positions determines the energies of possible diastereoisomeric transition states and intermediates in initial reaction steps. This suggests that, in practice, a sharp selection of theoretically possible paths of chirality transfer from the catalyst to the product should have a place and, therefore, the absolute configuration of the formed atropisomeric product is defined and can be predicted.

scholarly journals Amine-Catalysed Suzuki–Miyaura-Type Coupling? the Identification and Isolation of the Palladium Culprits.

2021 ◽  
Author(s):  
Mickaël Avanthay ◽  
Robin Bedford ◽  
Callum Begg ◽  
Dietrich Böse ◽  
Jonathan Clayden ◽  
...  
Keyword(s):  
Catalytic Activity ◽  
Cross Coupling ◽  
Boronic Acids ◽  
Palladium Complexes ◽  
Aryl Halides ◽  
Type Coupling ◽  
Paradigm Shifting

A recent report in Nature Catalysis detailed the potentially paradigm-shifting organocatalysis of Suzuki cross-coupling of aryl halides with aryl boronic acids, catalysed by simple amine species. We have conducted a reinvestigation of key claims in this paper across multiple academic and industrial laboratories that shows that the observed catalytic activity cannot be due to the amine, but rather is due to tricyclohexylphosphine palladium complexes that are readily entrained during the purification of the amine<b>.</b>

scholarly journals Polystyrene-Supported Acyclic Diaminocarbene Palladium Complexes in Sonogashira Cross-Coupling: Stability vs. Catalytic Activity

Catalysts ◽  
2018 ◽  
Vol 8 (4) ◽  
pp. 141 ◽  
Author(s):  
Vladimir Mikhaylov ◽  
Viktor Sorokoumov ◽  
Denis Liakhov ◽  
Alexander Tskhovrebov ◽  
Irina Balova
Keyword(s):  
Catalytic Activity ◽  
High Activity ◽  
Cross Coupling ◽  
Palladium Complexes ◽  
Lower Activity ◽  
Coupling Conditions ◽  
Acyclic Diaminocarbene ◽  
Supported Palladium ◽  
Polymer Supported

Two types of immobilized on the amino-functionalized polystyrene-supported acyclic diaminocarbene palladium complexes (ADC-PdII) are investigated under Sonogashira cross-coupling conditions. Depending on substituents in the diaminocarbene fragment immobilized ADC-PdII, systems are found to have different catalytic activity and stability regarding Pd-leaching. PdII-diaminocarbenes possessing protons at both nitrogen atoms smoothly decompose into Pd0-containing species providing a catalytic “cocktail system” with high activity and ability to reuse within nine runs. Polymer-supported palladium (II) complex bearing NBn–Ccarbene–NH-moiety exhibits greater stability while noticeably lower activity under Sonogashira cross-coupling. Four molecular ADC-PdII complexes are also synthesized and investigated with the aim of confirming proposed base-promoted pathway of ADC-PdII conversion through carbodiimide into an active Pd0 forms.

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