PdCl2(Ph3P)2/Salicylaldimine Catalyzed Diarylation of Anilines with Unactivated Aryl Chlorides

Triphenylphosphine and salicylaldimine could be used as a mixed ligand system to obtain a high catalytic activity 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 b...

Full description

Saved in:
Bibliographic Details
Published inChinese journal of chemistry Vol. 35; no. 11; pp. 1749 - 1754
Main Authors Tao, Xiaochun, Li, Lei, Zhou, Yu, Qian, Xuanying, Zhao, Min, Cai, Liangzhen, Xie, Xiaomin
Format Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag GmbH & Co. KGaA 01.11.2017
Wiley Subscription Services, Inc
Subjects
Aromatic compounds
aryl chloride
Biphenyl
Catalysis
Catalytic activity
Chlorides
Diamines
diarylation
Intermediates
Organic light emitting diodes
Palladium
Refluxing
salicyaldimine
Selectivity
Steric hindrance
Substrates
Synergistic effect
triphenylphosphine
Xylene
Online AccessGet full text

Cover

More Information
Summary:Triphenylphosphine and salicylaldimine could be used as a mixed ligand system to obtain a high catalytic activity 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 salicylaldimine. In refluxing o‐xylene, PdCl2(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 steric 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′,N′‐tetraaryl‐1,1′‐biphenyl‐4,4′‐diamines which are important intermediates of organic light emitting diode (OLED) hole transport materials.
ISSN:1001-604X
1614-7065
DOI:10.1002/cjoc.201700276