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PdCI2(Ph3P)2/Salicylaldimine Catalyzed Diarylation of Anilines with Unactivated Aryl Chlorides

PdCI2(Ph3P)2/Salicylaldimine Catalyzed Diarylation of Anilines with Unactivated Aryl Chlorides
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摘要 Triphenylphosphine and salicylaldimine could be used as a mixed ligand system to obtain a high catalytic activ- ity for palladium catalyzed diarylation of primary anilines with unactivated aryl chlorides by the synergistic effect of ligands. The activity and selectivity of the catalytic system could be improved by modifying the structure of sa- licylaldimine. In refluxing o-xylene, PdC12(Ph3P)2 with 2,5-ditrifluoromethyl N-phenylsalicylaldimine as a coligand shows high efficiency for the diarylation of various anilines. The catalytic system shows good toleration for the ste- ric hindrance of the substrates. The facile catalytic system works as well on the multiple arylation of 1, 1'-biphenyl- 4,4'-diamine with aryl chlorides to afford N,N,N'y'-tetraaryl-1,1'-biphenyl-4,4'-diamines which are important in- termediates of organic light emitting diode (OLED) hole transport materials. Triphenylphosphine and salicylaldimine could be used as a mixed ligand system to obtain a high catalytic activ- ity for palladium catalyzed diarylation of primary anilines with unactivated aryl chlorides by the synergistic effect of ligands. The activity and selectivity of the catalytic system could be improved by modifying the structure of sa- licylaldimine. In refluxing o-xylene, PdC12(Ph3P)2 with 2,5-ditrifluoromethyl N-phenylsalicylaldimine as a coligand shows high efficiency for the diarylation of various anilines. The catalytic system shows good toleration for the ste- ric hindrance of the substrates. The facile catalytic system works as well on the multiple arylation of 1, 1'-biphenyl- 4,4'-diamine with aryl chlorides to afford N,N,N'y'-tetraaryl-1,1'-biphenyl-4,4'-diamines which are important in- termediates of organic light emitting diode (OLED) hole transport materials.
出处 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2017年第11期1749-1754,共6页 中国化学(英文版)
基金 We thank the National Natural Science Foundationof China (21272156) for financial support.
关键词 PALLADIUM diarylation aryl chloride TRIPHENYLPHOSPHINE salicyaldimine palladium, diarylation, aryl chloride, triphenylphosphine, salicyaldimine
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