Properties and Exciting Facts About Bis(dibenzylideneacetone)palladium

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The first example of palladium-catalysed selective mono-alpha-alkenylation of ketones with alkenyl tosylates is described. In the presence of a Pd/XPhos catalyst system (0.1-1.0 mol%), the reaction provides mono-alpha-alkenylated ketones in good yields and exhibits excellent substrate tolerance. Highly congested, tri- and tetra-substituted alkenyl tosylates react smoothly and even problematic heteroaryl and aliphatic ketones are applicable substrates. Notably, small beta,gamma-unsaturated ketones are successfully prepared using acetone as a simple three-carbon feedstock.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

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Bipolar hosts derived from dibenzothiophene and indolocarbazole were developed for usage in blue phosphorescent organic light-emitting diodes (PhOLEDs). The 4 position of dibenzothiophene and the 2 position of indolocarbazole were used to couple the dibenzothiophene and indolocarbazole. Two hosts, with and without a pi linker, were synthesized, characterized, and explored as hosts for a blue phosphorescent emitter. The blue PhOLEDs fabricated using the new hosts demonstrate high external quantum efficiency over 18%.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

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Two new [l]ruthenocenophanes, Ru(eta5-C5H 4)2E(Me2Ntsi) (Me2NtSi = C(SiMe 3)2SiMe2NMe2; E = Al, Ga), bridged by aluminum (3a) and gallium (3b), were synthesized by reaction of dilithioruthenocene with (Me2NtSi)ECl2 in good to moderate yields (3a, 80%; 3b, 36%). Both species were analyzed by standard techniques (multinuclear NMR spectroscopy, elemental analysis, UV-vis, MS), and their molecular structures were deduced from single-crystal X-ray analysis. Compared to the analogous [l]ferrocenophanes 2a,b, compounds 3a,b showed an increased ring tilt as indicated by the tilt angle a (2a, a = 14.33(14); 3a, a = 20.31(19); 2b, a = 15.83(19); 3b, a = 20.91(19)). Ring-opening polymerization (ROP) with previously published aluminum- and gallium-bridged [l]ferrocenophanes Fe(eta5-C5H4) 2E(Pytsi) (Pytsi = C(SiMeS)2SiMe2(2-C 6H4N); E = Al (la), Ga (1b)) and Fe(eta5- C5H4)2E(Me2NtSi) (E = Al (2a), Ga (2b)) and the [l]ruthenocenophanes 3a,b (this paper) has been shown to be very sluggish or unsuccessful. Only the ROP of lb with [Pd(dba)2] (2 mol %, toluene, 25 C, 48 h) resulted in polymeric material (GPC analysis: Mw = 2.11 × 104, PDI = 3.0).

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

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52409-22-0, Name is Pd2(DBA)3, belongs to catalyst-palladium compound, is a common compound. Recommanded Product: Pd2(DBA)3In an article, once mentioned the new application about 52409-22-0.

A new tandem palladium-catalyzed reaction involving a Suzuki-Miyaura coupling, a desulfenylative coupling, and a hydrothiolation of a triple bond is reported. Notably, the desulfenylative coupling occurs without copper(I) assistance and the hydrothiolation is totally regioselective and stereoselective. The overall process results in the double incorporation of the boronic acid and the reincorporation of the sulfenyl moiety into the product structure. Starting from 2-(bromobenzylsulfenyl)-1-propargyl benzimidazoles, the transformation led to variously substituted benzimidazoles bearing a stereodefined alkenyl sulfide.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

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We report a new approach to the synthesis of meta-substituted phenols in which a single palladium catalyst accomplishes a Suzuki?Miyaura cross-coupling between a beta-chlorocyclohexenone and an arylboronic acid, and oxidation of the resulting cyclohexenone to the corresponding phenol upon introduction of a terminal oxidant and electron transfer mediator. Notably, this method also allows ready access to ortho, meta-disubstituted phenols, sterically congested biaryl phenols, and more highly substituted phenols.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

Can You Really Do Chemisty Experiments About [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium(II)

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A new strategy was developed for intercepting the palladium-alkyl species generated in Heck reaction via nucleophilic addition prior to the step of migratory insertion, which leads to a new palladium-catalyzed difunctionalization of enol ethers with aminals and alcohols to afford amino acetals. Mechanistic studies suggested that the cationic cyclometalated Pd(II) complex generated by the oxidative addition of aminal to a Pd(0) species was crucial for this unusual transformation.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

Discovery of Bis(dibenzylideneacetone)palladium

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The treatment of various N-morpholino amides with TMPZnCl?LiCl (TMP=2,2,6,6-tetramethylpiperidyl) and Mg(OPiv)2 in THF at 25 C provides solid zinc enolates with enhanced air and moisture stability (t1/2 in air: 1?3 h) after solvent evaporation. These enolates undergo Pd- and Cu-catalyzed cross-couplings with (hetero)aryl bromides as well as allylic and benzylic halides. The arylated N-morpholino amides were converted into various ketones by LaCl3?2 LiCl mediated acylation with Grignard reagents. The new, solid enolates were used to prepare a potent anti-breast-cancer drug candidate in six steps and 23 % overall yield.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

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The present invention relates to the pyrimidine compounds of formula (I), or their agriculturally acceptable salts or derivatives as herbicides, wherein the variables are defined according to the description, use of pyrimidine compounds of formula (I) as herbicide, compositions comprising them and their use as herbicides, i.e. for controlling harmful plants, and also a method for controlling unwanted vegetation which comprises allowing a herbicidal effective amount of at least one pyrimidine compounds of the formula (I) to act on plants, their seed and/or their habitat.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

The Absolute Best Science Experiment for Bis(benzonitrile)palladium chloride

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Four new bis(benzimidazole)pyridine (BBP)-containing compounds Zn(BBP)Cl[Au(CN)2], Mn(BBP)[Au(CN)2]2× H2O, Mn(BBP)Br2(MeOH) and Mn(BBP)Cl2(MeOH) ×MeOH have been synthesized and structurally characterized and their birefringence values (Deltan) determined. The structure of Zn(BBP)Cl[Au(CN)2] contains a hydrogen-bonded dimer of Zn(BBP)Cl[Au(CN)2] units which propagate into a 1D chain through Au-Au interactions, although the crystals are of poor optical quality. The supramolecular structure of Mn(BBP)[Au(CN)2]2· H2O forms a 1D coordination polymer through chains of Mn(BBP)[Au(CN)2]2 units, each containing one bridging Au(CN)2 and one forming a 2D sheet through Au-Au interactions. The supramolecular structures of Mn(BBP)Br2(MeOH) and Mn(BBP)Cl 2(MeOH)·MeOH are very similar, consisting of a complex hydrogen-bonded network between NH imidazole, methanol and halide groups to align BBP building blocks. In the plane of the primary crystal growth direction, the birefringence values of the three Mn-containing materials were Deltan=0.08(1), 0.538(3) and 0.69(3), respectively. The latter two birefringence values are larger than in the related 2,2?;6?2?- terpyridine systems, placing them among the most birefringent solids reported. These compounds illustrate the utility of extending the pi-system of the building block and incorporating hydrogen-bonding sites as design elements for highly birefringent materials and also illustrates the effect on the measurable birefringence of the crystal quality, growth direction and structural alignment of the anisotropic BBP building blocks.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

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The first C2-selective alkynylation of indoles using the hypervalent iodine reagent triisopropylsilylethynyl-1,2-benziodoxol-3(1H)-one (TIPS-EBX) with Pd(II) as a catalyst is described. This convenient and robust method gives a single-step access to substituted alkynyl indoles with very high C2 selectivity. The reaction is orthogonal to classical Pd(0) cross-coupling reactions, as it is tolerant to bromide and iodide substituents. The used silyl protecting group can be easily removed to give terminal acetylenes.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method