501-65-5Relevant articles and documents
Preparation, characterization and catalytic properties of Pd-decorated carbon nanotubes possessing different linkers
Kim, Ja Young,Park, Kyungho,Bae, Seung Yong,Kim, Gwui Cheol,Lee, Sunwoo,Choi, Hyun Chul
, p. 5999 - 6005 (2011)
To investigate the relationship between the linker length and the catalytic activities of metal-decorated CNTs, three samples were prepared with different linker molecules, viz. NaSH, HSCH2CH2SH, and C 2H2N
Fast synthesis of Ag-Pd@reduced graphene oxide bimetallic nanoparticles and their applications as carbon-carbon coupling catalysts
Chen, Mingxi,Zhang, Zhe,Li, Lingzhi,Liu, Yu,Wang, Wei,Gao, Jianping
, p. 30914 - 30922 (2014)
Ultrafine Ag-Pd bimetallic nanoparticles homogeneously distributed on reduced graphene oxide (rGO) were prepared by redox reactions between Pd 2+, Ag+ and GO. This method is simple, and the use of rGO as a support facilitated the separation and reuse of the Ag-Pd@rGO catalyst. The Ag-Pd@rGO bimetallic nanoparticles were characterized by ultraviolet-visible spectroscopy, Raman spectroscopy, thermogravimetric analysis, X-ray diffraction analysis, and X-ray photoelectron spectroscopy. The microstructure of the Ag-Pd@rGO was investigated with scanning electron microscopy and transmission electron microscopy. The Ag-Pd@rGO catalyst exhibited high catalytic activities in the Suzuki-Miyaura carbon coupling reaction and the Sonogashira carbon coupling (SCC) reaction. These reactions used mild, efficient, ligand-free and heterogeneous conditions. Interestingly, the presence or absence of oxygen in the SCC catalytic system resulted in two different products, in which oxygen can be used as "switch" to control different products. the Partner Organisations 2014.
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Moss et al.
, p. 206 (1970)
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A Mo(VI) Alkylidyne complex with polyhedral oligomeric silsesquioxane ligands: Homogeneous analogue of a silica-supported alkyne metathesis catalyst
Hyeon, Mo Cho,Weissman, Haim,Wilson, Scott R.,Moore, Jeffrey S.
, p. 14742 - 14743 (2006)
A highly active alkyne metathesis catalyst is realized by replacing the amide ligands of a molybdenum(VI) trisamide alkylidyne complex with silanol groups from incompletely condensed POSS (polyhedral oligomeric silsesquioxane) ligands. This catalyst serves as an effective homogeneous mimic of an amorphous silica-supported catalyst. Reactivities of various catalytic mixtures are reported along with an X-ray structure of the aniline-coordinated amidodisiloxymolybdenum(VI) alkylidyne complex. Copyright
Zinin
, p. 289 (1871)
Selective synthesis of Cu2O nanocrystals as shape-dependent catalysts for oxidative arylation of phenylacetylene
Li, Lingling,Nan, Caiyun,Peng, Qing,Li, Yadong
, p. 10491 - 10496 (2012)
Shape-dependent nanocatalysis: Monodisperse cubic, rhombic dodecahedral, and octadecahedral Cu2O nanocrystals (NCs) were selectively synthesized. Cu2O octadecahedra exhibited the best activity upon recycling, though etched on nanoframes, in the ligand-free oxidative arylation of phenylacetylene. Rhombic dodecahedra had moderate activity and optimal stability, whereas cubes suffered significant loss of activity during recycling. Copyright
EFFICIENT COPPER-CATALYZED OXIDATION OF DIHYDRAZONES OF α-DIKETONES TO DISUBSTITUTED ACETYLENES
Tsuji, Jiro,Kezuka, Hiroaki,Toshida, Yomishi,Takayanagi, Hiroshi,Yamamoto, Keiji
, p. 3279 - 3282 (1983)
Dihydrazones of α-diketones were oxidized by using Cu2Cl2/O2/pyridine system in dichloromethane at room temp to give disubstituted acetylenes.Although the dihydrazones were found to be oxidized with four equivalents of Cu(II) salt without oxygen, efficien
Efficient room-temperature alkyne metathesis with well-defined imidazolin-2-iminato tungsten alkylidyne complexes
Beer, Stephan,Hrib, Cristian G.,Jones, Peter G.,Brandhorst, Kai,Grunenberg, Joerg,Tamm, Matthias
, p. 8890 - 8894 (2007)
(Chemical Equation Presented) It's a game of give and take: Following the successful design strategy for high-oxidation-state alkene metathesis catalysts of the Schrock type, one of the most active homogeneous catalyst systems for alkyne metathesis has been developed. The activity of the tungsten alkylidyne complex (see picture) stems from the use of a strong electron-donating imidazolin-2-iminato ligand together with electron-withdrawing fluorinated alkoxides.
One-Pot Multicomponent Tandem Reactions and Polymerizations for Step-Economic Synthesis of Structure-Controlled Pyrimidine Derivatives and Poly(pyrimidine)s
Tian, Wen,Hu, Rongrong,Tang, Ben Zhong
, p. 9749 - 9757 (2018)
The development of new polymerization methodologies for the construction of π-conjugated polymers with unique electronic and photophysical properties is of great importance. Multicomponent tandem polymerizations (MCTPs), featured with high synthetic efficiency and convenience, have proved their potential in the synthesis of polymers with π-conjugated structures. Herein, a new multicomponent tandem reaction of alkyne, guanidine hydrochloride, DMSO, and O2 was reported through the combination of four sequential Glaser coupling-nucleophilic addition-heterocyclization-oxidation reactions in a one-pot procedure. The corresponding MCTP of diyne, guanidine hydrochloride, DMSO, and O2 was also developed in the presence of CuCl, N,N,N′,N′-tetramethylethylenediamine, and Cs2CO3 to afford conjugated poly(pyrimidine) with well-defined structure, high yield of 87%, and high molecular weight of 25300 g/mol. A mechanistic study of the reaction and a kinetic study of the polymerization were conducted, enabling facile modulation of polymer mainchain structure from rigid conjugated backbone to flexible nonconjugated backbone by simply tuning the atmosphere of the MCTP from air to nitrogen. The poly(pyrimidine)s enjoy outstanding thermal stability and good solubility, whose hydrophobicity and photophysical property are influenced by their subtle structural difference. This MCTP directly converts monomers with simple structure to complex heterocycle-containing products in a step-economic manner and constructs new functional substituted pyrimidine rings embedded in the polymer main chain, providing a compact approach for the efficient and convenient synthesis of structurally controllable poly(heterocycle)s and the construction of polymer materials with potential high-tech applications.
1,3-Diphosphapropenes for novel chemistry of metal complexes
Ito, Shigekazu,Liang, Hongze,Yoshifuji, Masaaki
, p. 2531 - 2535 (2005)
2-Methyl-3,3-diphenyl-1-(2,4,6-tri-t-butylphenyl)-1,3-diphosphapropene was obtained as a chelate ligand for palladium(II) and platinum(II) complexes. Sulfurization of 2-methyl-1,3-diphosphapropene mainly gave 3-thioxo-1,3- diphosphapropene which bears a PC-PS skeleton and was used as a ligand of transition-metal complexes. A doubly-sulfurized product of the 1,3-diphosphapropene, 1,3-dithioxo-1,3-diphosphapropene, was isolated and characterized. The palladium(II) complexes containing the ligated 1,3-diphosphapropenes were used for catalytic reactions such as cross-couplings and direct conversion of allyl alcohol to allylaniline.
Pd-Cu2O and Ag-Cu2O hybrid concave nanomaterials for an effective synergistic catalyst
Li, Lingling,Chen, Xiaobin,Wu, Yuen,Wang, Dingsheng,Peng, Qing,Zhou, Gang,Li, Yadong
, p. 11049 - 11053 (2013)
Palladium and silver salts were combined with Cu2O octadecahedra in concave heterostructures. The formation of concave faces involved selective oxidative etching of Cu2O on the {100} faces and in situ growth of Pd/Ag on different sites. The structures showed superior catalytic activities to both single domains and their mixtures in a model Sonogashira-type organic reaction. Copyright
The standard molar enthalpy of formation of 2,3-diphenylcycloprop-2-en-1-one
Steele, William V.,Gammon, Bruce E.,Smith, Norris K.,Chickos, James S.,Greenberg, Arthur,Liebman, Joel F.
, p. 505 - 512 (1985)
The standard molar enthalpies of combustion and sublimation for 2,3-diphenylcycloprop-2-en-1-one (C15H10O) at 298.15 K have been redetermined.The experimental values: ΔfH0m(C15H10O, cr) = (198.03 +/- 1.96) kJ*mol-1 and ΔgcrH0m(C15H10O) = (119.7 +/- 8) kJ*mol-1 yield a value for ΔfH0m(C15H10O, g) = (317.7 +/- 8.2) kJ*mol-1.If one assumes a ring strain in cycloprop-2-en-1-one of 280 kJ*mol-1, then the resonance stabilization in the three-membered ring is 88 kJ*mol-1.This indicates substantial ground-state aromatic stabilization in this molecule.
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Cristol,Bly
, p. 4027,4028-4032 (1961)
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New application of the transient grating method to a photochemical reaction: The enthalpy, reaction volume change, and partial molar volume measurements
Hara, Takashi,Hirota, Noboru,Terazima, Masahide
, p. 10194 - 10200 (1996)
A new application of the time-resolved transient grating method for measuring the enthalpy and reaction volume changes in a photochemical reaction is described in detail. From the temporal profile of the signal, these quantities can be determined independently in one particular solvent at a temperature and a pressure. The advantages of this method become clear by a comparison with the previously used photothermal methods, such as the thermal lens and photoacoustic methods. The partial molar volumes of carbon monoxide as well as the reaction volume changes of the photodissociation of diphenylcyclopropenone in several alkanes and aqueous solution are measured, and its solvent dependence is discussed in terms of the isothermal compressibility of the matrix.
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Dadieu,Pongratz,Kohlrausch
, p. 221,233, 233 Anm. 11 (1932)
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Heck reactions of quinoline-derived nonaflates
Aulenta, Francesca,Reissig, Hans-Ulrich
, p. 2993 - 2996 (2006)
An efficient synthesis of a series of quinolyl-substituted ketones or ketone precursors via the Heck reaction of 6- or 8-quinolyl nonaflates with an appropriate selection of olefins is presented. These ketones are useful building blocks for the diastereoselective construction of azapolycycles via SmI 2-induced intramolecular cyclization of (het)aryl-substituted ketones. Georg Thieme Verlag Stuttgart.
Molecular and Silica-Supported Molybdenum Alkyne Metathesis Catalysts: Influence of Electronics and Dynamics on Activity Revealed by Kinetics, Solid-State NMR, and Chemical Shift Analysis
Estes, Deven P.,Gordon, Christopher P.,Fedorov, Alexey,Liao, Wei-Chih,Ehrhorn, Henrike,Bittner, Celine,Zier, Manuel Luca,Bockfeld, Dirk,Chan, Ka Wing,Eisenstein, Odile,Raynaud, Christophe,Tamm, Matthias,Copéret, Christophe
, p. 17597 - 17607 (2017)
Molybdenum-based molecular alkylidyne complexes of the type [MesC≡Mo{OC(CH3)3-x(CF3)x}3] (MoF0, x = 0; MoF3, x = 1; MoF6, x = 2; MoF9, x = 3; Mes = 2,4,6-trimethylphenyl) and their silica-supported analogues are prepared and characterized at the molecular level, in particular by solid-state NMR, and their alkyne metathesis catalytic activity is evaluated. The 13C NMR chemical shift of the alkylidyne carbon increases with increasing number of fluorine atoms on the alkoxide ligands for both molecular and supported catalysts but with more shielded values for the supported complexes. The activity of these catalysts increases in the order MoF0 3 6 before sharply decreasing for MoF9, with a similar effect for the supported systems (MoF0 ≈ MoF9 6 3). This is consistent with the different kinetic behavior (zeroth order in alkyne for MoF9 derivatives instead of first order for the others) and the isolation of stable metallacyclobutadiene intermediates of MoF9 for both molecular and supported species. Detailed solid-state NMR analysis of molecular and silica-supported metal alkylidyne catalysts coupled with DFT/ZORA calculations rationalize the NMR spectroscopic signatures and discernible activity trends at the frontier orbital level: (1) increasing the number of fluorine atoms lowers the energy of the π?(M≡C) orbital, explaining the more deshielded chemical shift values; it also leads to an increased electrophilicity and higher reactivity for catalysts up to MoF6, prior to a sharp decrease in reactivity for MoF9 due to the formation of stable metallacyclobutadiene intermediates; (2) the silica-supported catalysts are less active than their molecular analogues because they are less electrophilic and dynamic, as revealed by their 13C NMR chemical shift tensors.
Hronec, Milan,Malik, Lubos,Stasko, Andrej
, p. 251 - 258 (1985)
Mechanochemical Synthesis of Diarylethynes from Aryl Iodides and CaC 2
Bolm, Carsten,Van Bonn, Pit
supporting information, (2022/02/25)
A mechanochemical synthesis of diarylethynes from aryl iodides and calcium carbide as acetylene source is reported. The reaction is catalyzed by a palladium catalyst in the presence of copper salt, base, and ethanol as liquid assisting grinding (LAG) additive. Various aryl and heteroaryl iodides have been converted in up to excellent yields.
Co3O4 nanoparticles embedded in triple-shelled graphitic carbon nitride (Co3O4/TSCN): a new sustainable and high-performance hierarchical catalyst for the Pd/Cu-free Sonogashira–Hagihara cross-coupling reaction
Ghodsinia, Sara S. E.,Akhlaghinia, Batool,Jahanshahi, Roya
, p. 3217 - 3244 (2021/05/17)
Inspired by the synthesis of triple-shelled periodic mesoporous organosilica hollow spheres, a straightforward and controllable approach for the preparation of Co3O4 NPs embedded in triple-shelled graphitic carbon nitride has been es
