Cross-coupling Of Aryl Chlorides Research Articles

Corrigendum: Fe3O4@mesoporouspolyaniline: A Highly Efficient and Magnetically Separable Catalyst for Cross-Coupling of Aryl Chlorides and Phenols

A high surface, magnetic Fe 3 O 4 @mesoporouspolyaniline core-shell nanocomposite was synthesized from magnetic iron oxide (Fe 3 O 4 ) nanoparticles and mesoporouspolyaniline (mPANI). The novel porous magnetic Fe 3 O 4 was obtained by solvothermal method under sealed pressure reactor at high temperature to achieve high surface area. The mesoporouspolyaniline shell was synthesized by in situ surface polymerization onto porous magnetic Fe 3 O 4 in the presence of polyvinylpyrrolidone (PVP) and sodium dodecylbenzenesulfonate (SDBS), as a linker and structure-directing agent, through 'blackberry nanostructures' assembly. The material composition, stoichiometric ratio and reaction conditions play vital roles in the synthesis of these nanostructures as confirmed by variety of characterization techniques. The role of the mesoporouspolyaniline shell is to stabilize the porous magnetic Fe 3 O 4 nanoparticles, and provide direct access to the core Fe 3 O 4 nanoparticles. The catalytic activity of magnetic Fe 3 O 4 @mesoporousPANI nanocomposite was evaluated in the cross-coupling of aryl chlorides and phenols.

NiCl2(PMe3)2-Catalyzed Borylation of Aryl Chlorides

The cross-coupling of aryl chlorides and bis(pinacolato)diboron was achieved using NiCl(2)(PMe(3))(2) catalyst in the presence of metal 2,2,2-trifluoroethoxide. The catalyst smoothly provided the desired products regardless of a variety of functional groups and substituted positions.

Palladium‐Catalyzed Cross‐Coupling of Aryl Chlorides and Tosylates with Hydrazine

Hydrazine is not a problem anymore: The title transformation is the first reaction to yield aryl hydrazines through the cross-coupling of aryl chlorides and tosylates with hydrazine. An appropriately designed palladium catalyst allows this reaction to proceed rapidly under mild conditions, and with excellent chemoselectivity (see scheme; Ad=adamantyl, Ts=4-toluenesulfonyl). Detailed facts of importance to specialist readers are published as ”Supporting Information”. Such documents are peer-reviewed, but not copy-edited or typeset. They are made available as submitted by the authors. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.

Pd Functionalized MCM-41 Catalysts for Suzuki Reactions

Palladium (II) containing siliceous-MCM-41 has been prepared according to an original pathway by the reaction between silica precursors (imeo) and MCM-41. The resulting materials have been characterized by chemical analysis, X-ray powder diffraction, nitrogen sorption isotherms, and SEM and catalysis tests. Catalysis tests show that the very dispersive structure of the Pd-MCM-41 promotes the generation of fairly active catalysts for Suzuki cross-coupling of aryl chlorides and phenyl boronic acid under specific conditions, where the leaching of redox-active species has been minimized (less than 2 ppm).

N-Heterocyclic Carbene-Based Nickel Complexes: Synthesis and Catalysis in Cross-Couplings of Aryl Chlorides with ArMX (M = Mg or Zn)

Two C,N,N-chelate nickel complexes, [Ni(Cl){2-(CN(Me)(CH)2N)C6H4N═P(Ph2)CH2Pyr}]+I− and [Ni(Cl){2-(CN(Pri)(CH)2N)C6H4N═P(Ph2)CH2P(Ph2)═NC6H4Me-4}]+I−, were synthesized by reaction of (DME)NiCl2 (DME = 1,2-dimethoxyethane) with 2-(CN(R)(CH)2N)C6H4N═P(Ph2)CH2Z (R = Me, Z = 2-Pyr; R = Pri, Z = p-MeC6H4N═P(Ph2)) ligands, which were prepared in situ by reaction of corresponding imidazolium salts with 1 equiv of LiBun. C,N,P-Chelate nickel complex [Ni(Br){2-(CN(CH2Ph)(CH)2N)C6H4N═P(Ph2)CH2PPh2}]+Br− was obtained by a similar reaction between (DME)NiBr2 and 2-(CN(CH2Ph)(CH)2N)C6H4N═P(Ph2)CH2PPh2 ligand prepared from the imidazolium salt and 1 equiv of LiBun. Tetradentate chelate nickel complex [Ni{2-(CN(CH2Ph)(CH)2N)C6H4N═P(Ph2)}2CH]+Cl− was synthesized by transmetalation between (DME)NiCl2 and [Li{2-(CN(CH2Ph)(CH)2N)C6H4N═P(Ph2)}2CH] generated in situ from [{2-(CHN(CH2Ph)(CH)2N)C6H4N═P(Ph2)}2CH2]2+[Br−]2 and 3 equiv of LiBun. The complexes were characterized by 1H, 13C, and 31P NMR spectroscopy and elemental an...

Pd2(dba)3/P (i‐BuNCH2CH2)3N‐Catalyzed Stille Cross‐Coupling of Aryl Chlorides.

AbstractFor Abstract see ChemInform Abstract in Full Text.

Pd2(dba)3/P(i-BuNCH2CH2)3N-catalyzed Stille cross-coupling of aryl chlorides.

[reaction: see text] The Pd(2)(dba)(3)/P(i-BuNCH(2)CH(2))(3)N (1d) catalyst system is highly effective for the Stille cross-coupling of aryl chlorides with organotin compounds. This method represents only the second general method for the coupling of aryl chlorides. Other proazaphosphatranes possessing benzyl substituents also generate very active catalysts for Stille reactions. Noteworthy features of the method are: (a) commercial availability of ligand 1d, (b) the wide array of aryl chlorides that can be coupled, and (c) applicability to aryl, vinyl, and allyl tin reagents.