Characterization of heterogeneous aryl-Pd(II)-oxo clusters as active species for C-H arylation.

C-H arylation with heterogeneous palladium was investigated. The surface oxidation of Pd nanoparticles with a hypervalent iodine reagent, [Ph2I]BF4, resulted in the generation of Pd(ii)-aryl-oxo clusters, which were characterized as the crucial intermediate.

[1]  Haixia Li,et al.  Is the Suzuki-Miyaura Cross-Coupling Reaction in the Presence of Pd Nanoparticles Heterogeneously or Homogeneously Catalyzed? An Interfacial Surface-Enhanced Raman Spectroscopy Study. , 2019, The journal of physical chemistry letters.

[2]  A. Biffis,et al.  Pd Metal Catalysts for Cross-Couplings and Related Reactions in the 21st Century: A Critical Review. , 2018, Chemical reviews.

[3]  G. Somorjai,et al.  Dendrimer-Stabilized Metal Nanoparticles as Efficient Catalysts for Reversible Dehydrogenation/Hydrogenation of N-Heterocycles. , 2017, Journal of the American Chemical Society.

[4]  H. Rhee,et al.  Pd nanoparticles on reverse phase silica gel as recyclable catalyst for Suzuki-Miyaura cross coupling reaction and hydrogenation in water , 2017 .

[5]  G. Somorjai,et al.  Supported Dendrimer-Encapsulated Metal Clusters: Toward Heterogenizing Homogeneous Catalysts. , 2017, Accounts of chemical research.

[6]  Hyunjoon Song,et al.  Directed C-H Activation and Tandem Cross-Coupling Reactions Using Palladium Nanocatalysts with Controlled Oxidation. , 2017, Angewandte Chemie.

[7]  L. Vaccaro,et al.  Heterogeneous catalytic approaches in C–H activation reactions , 2016 .

[8]  Montserrat Gómez,et al.  Metal and Metal Oxide Nanoparticles: A Lever for C–H Functionalization , 2016 .

[9]  Dalip Kumar,et al.  Ligand- and Base-Free Access to Diverse Biaryls by the Reductive Coupling of Diaryliodonium Salts , 2016 .

[10]  I. Fairlamb,et al.  Catalytic C-H bond functionalisation chemistry: the case for quasi-heterogeneous catalysis. , 2015, Chemical communications.

[11]  Andrew J. Brown,et al.  A Trigonal-Pyramidal Erbium(III) Single-Molecule Magnet. , 2015, Angewandte Chemie.

[12]  Hyunjoon Song,et al.  A highly Lewis-acidic Pd(IV) surface on Pd@SiO2 nanocatalysts for hydroalkoxylation reactions. , 2014, Chemical communications.

[13]  L. Djakovitch,et al.  Direct C sp2H and C sp3H Arylation Enabled by Heterogeneous Palladium Catalysts , 2014 .

[14]  D. Astruc,et al.  "Homeopathic" palladium nanoparticle catalysis of cross carbon-carbon coupling reactions. , 2014, Accounts of chemical research.

[15]  F. Glorius,et al.  Pd/C as a catalyst for completely regioselective C-H functionalization of thiophenes under mild conditions. , 2014, Angewandte Chemie.

[16]  F. Glorius,et al.  Completely regioselective direct C-H functionalization of benzo[b]thiophenes using a simple heterogeneous catalyst. , 2013, Journal of the American Chemical Society.

[17]  V. Zaikovskii,et al.  Highly Oxidized Palladium Nanoparticles Comprising Pd4+ Species: Spectroscopic and Structural Aspects, Thermal Stability, and Reactivity , 2012 .

[18]  K. Park,et al.  Porosity control of Pd@SiO2 yolk-shell nanocatalysts by the formation of nickel phyllosilicate and its influence on Suzuki coupling reactions. , 2012, Langmuir : the ACS journal of surfaces and colloids.

[19]  R. Crabtree Resolving heterogeneity problems and impurity artifacts in operationally homogeneous transition metal catalysts. , 2012, Chemical reviews.

[20]  Xing Fan,et al.  Effects of Ce on catalytic combustion of methane over Pd-Pt/Al2O3 catalyst. , 2012, Journal of environmental sciences.

[21]  G. Somorjai,et al.  A Pt-cluster-based Heterogeneous Catalyst for Homogeneous Catalytic Reactions: X-ray Absorption Spectroscopy and Reaction Kinetic Studies of Their Activity and Stability against Leaching ' Introduction , 2022 .

[22]  A. Whitwood,et al.  Pd(0)/Cu(I)-mediated direct arylation of 2'-deoxyadenosines: mechanistic role of Cu(I) and reactivity comparisons with related purine nucleosides. , 2009, The Journal of organic chemistry.

[23]  W. Goddard,et al.  Pd-mediated activation of molecular oxygen: Pd(0) versus direct insertion. , 2007, Journal of the American Chemical Society.

[24]  J. G. Vries A unifying mechanism for all high-temperature Heck reactions. The role of palladium colloids and anionic species , 2006 .

[25]  A. Lee,et al.  Mono- and binuclear cyclometallated palladium(II) complexes containing bridging (N,O-) and terminal (N-) imidate ligands: air stable, thermally robust and recyclable catalysts for cross-coupling processes. , 2004, Dalton transactions.

[26]  M. Reetz,et al.  Ligand-free Heck reactions using low Pd-loading. , 2004, Chemical communications.

[27]  J. D. de Vries,et al.  Homeopathic ligand-free palladium as a catalyst in the heck reaction. A comparison with a palladacycle. , 2003, Organic letters.

[28]  M. S. Hegde,et al.  Formation of Ce1-xPdxO2-δ solid solution in combustion-synthesized Pd/CeO2 catalyst: XRD, XPS, and EXAFS investigation , 2002 .

[29]  D. Zanchet,et al.  Estimating nanoparticle size from diffraction measurements , 2000 .

[30]  G. Koten,et al.  Arylpalladium compounds containing an alcohol functionality : Hindered rotation around the Pd-C bond and reactivity towards styrene and carbon monoxide : Comments on C-O bond shortening in late transition metal alkoxides , 1993 .

[31]  Lunxiang Yin,et al.  Carbon-carbon coupling reactions catalyzed by heterogeneous palladium catalysts. , 2007, Chemical reviews.

[32]  V. Fassel,et al.  The infrared spectra of aromatic compounds I. The out-of-plane C-H bending vibrations in the region 625 900 cm-1 , 1955 .