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Catalysis of C–C Cross‐Coupling Reactions in Aqueous Solvent by Bis‐ and Tris(ferrocenyltriazolylmethyl)arene–β‐Cyclodextrin‐Stabilized Pd 0 Nanoparticles
- Source :
- European Journal of Inorganic Chemistry, European Journal of Inorganic Chemistry, Wiley-VCH Verlag, 2012, 2012 (17), pp.2950-2958. ⟨10.1002/ejic.201200098⟩
- Publication Year :
- 2012
- Publisher :
- Wiley, 2012.
-
Abstract
- International audience; Mono‐, bis‐, and tris(4‐ferrocenyl‐1,2,3‐triazolylmethyl)arene–β‐cyclodextrin adducts have been used to prepare new Pd0 nanoparticle (PdNP) catalysts for C–C cross‐coupling reactions in EtOH/H2O. The results show that these catalysts work well in Miyaura–Suzuki and Heck reactions with iodoarenes at 25 and 80 °C, respectively, with turnover numbers (TONs) of up to 31000 for standard Miyaura–Suzuki reactions of PhI when 10 ppm of the Pd catalyst (5 nm PdNPs) were used. The results show the benefit for PdNP catalysis of encapsulating hydrophobic catalytic systems between peripheral water‐solubilizing cyclodextrins as bolamphiphile‐like materials because the open monoferrocenyltriazolylmethylbenzene system shows a considerably reduced catalytic efficiency compared with bis‐ and tris(4‐ferrocenyl‐1,2,3‐triazolylmethyl)arene–β‐cyclodextrin adducts.
- Subjects :
- Tris
chemistry.chemical_element
010402 general chemistry
Heterogeneous catalysis
01 natural sciences
Coupling reaction
Catalysis
Inorganic Chemistry
chemistry.chemical_compound
Polymer chemistry
Organic chemistry
[CHIM.COOR]Chemical Sciences/Coordination chemistry
chemistry.chemical_classification
Cyclodextrins
Aqueous solution
Cyclodextrin
Click chemistry
010405 organic chemistry
C–C coupling
Sandwich complexes
0104 chemical sciences
Solvent
chemistry
Nanoparticles
Palladium
Subjects
Details
- ISSN :
- 10990682 and 14341948
- Volume :
- 2012
- Database :
- OpenAIRE
- Journal :
- European Journal of Inorganic Chemistry
- Accession number :
- edsair.doi.dedup.....649cd24360df8c52aff74d8f3402bcb6