- Heterogeneous aromatic amination of aryl halides with arylamines in water with PS-PEG resin-supported palladium complexes
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Catalytic aromatic amination is achieved in water under heterogeneous conditions by the use of immobilized palladium complexes coordinated with the amphiphilic polystyrene-poly-(ethylene glycol) resin-supported di(tert-butyl)phosphine ligand. Aromatic amination of aryl halides with diphenylamine and N,N-double arylation of anilines with bromobenzene were found to proceed in water with broad substrate tolerance to give the triarylamines in high yield with high recyclability of the polymeric catalyst beads. Very little palladium leached from the polymeric catalyst under the waterbased reaction conditions to provide a green and clean (metal-uncontaminated) protocol for the preparation of triarylamines, including the optoelectronically active N,N,N',N'-tetraaryl-1,1'-biphenyl-4,4'-diamines (TPDs).
- Hirai, Yoshinori,Uozumi, Yasuhiro
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supporting information; experimental part
p. 1788 - 1795
(2011/04/16)
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- Facile synthesis, crystal structures, and high-spin cationic states of all-para-brominated oligo(N-phenyl-m-aniline)s
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Syntheses of both the dimer (3) and the trimer (4) of all-para-brominated poly(N-phenyl-m-aniline)s (2c) were achieved in a one-pot procedure from the parent nonbrominated oligomers and benzyltrimethylammonium tribromide [(BTMA)Br3]. An X-ray crystallographic analysis revealed that 4 has a U-shaped structure, suggesting that 2c easily adopts helical structures. Furthermore, the redox properties were investigated by the UV-vis and EPR measurements. It was confirmed that the both 3 and 4 can be oxidized into the dications 32+ and 42+ with triplet spin-multiplicity.
- Ito, Akihiro,Ino, Haruhiro,Tanaka, Kazuyoshi,Kanemoto, Katsuichi,Kato, Tatsuhisa
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p. 491 - 498
(2007/10/03)
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- Method for producing arylamine
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A method for the production of arylamine is described, which comprises allowing an aromatic amine to react with an aromatic halide in the presence of a copper-containing catalyst in a reaction solvent having an ionization potential of from 8.0 to 9.0 eV. According to the method of this invention, an arylamine, in particular a triarylamine or diarylamine, useful as a raw material for use in electronic materials or as an intermediate thereof can be produced with a high purity and in a high yield or at a low cost.
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- Influence of methyl substituents in phenylenediamine derivatives on the properties of electrophotographic layers
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Substituent effects on the electrophotographic properties of N,N,N′,N′-tetraarylphenylenediamines 1a-i derivatives have been investigated to obtain a molecular design guide to enhance photosensitivity of hole transporting materials for organic photorecept
- Getautis,Stanisauskaite,Paliulis,Uss,Uss
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- Synthesis of 1,3-bis(diarylamino)benzenes as model precursors for one-dimensional organic ferromagnetic metals; characterization of the dications by cyclic voltammetry and electron spin transient nutation spectroscopy
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A series of 1,3-bis(diarylamino)benzenes as model precursors for 1D organic ferromagnetic metals were synthesized. Cyclic voltammetric measurements showed that the corresponding mono- and dication radicals with protecting groups were stable enough even at
- Yano, Masafumi,Sato, Kazunobu,Shiomi, Daisuke,Ichimura, Akio,Abe, Kyo,Takui, Takeji,Itoh, Koichi
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p. 9207 - 9210
(2007/10/03)
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