Applied Catalysis A: General p. 198 - 204 (2014)
Update date:2022-08-04
Topics:
Wang, Ailing
Zheng, Xueliang
Zhao, Zhuangzhi
Li, Changping
Cui, Yingna
Zheng, Xuefang
Yin, Jingmei
Yang, Guang
Triarylmethanes (TRAMs) and diarylalkanes (DIAAs) are valuable intermediates with wide applications in many fields. TRAMs are usually obtained from the acid-catalysed bisarylation of activated aryl aldehydes. However, the synthesis poses many problems, such as harsh reaction conditions, and the disposal of the excess solvents and/or toxic metal waste. In this study, some functionalized ionic liquids including Br?nsted acid ionic liquids (BAILs) and traditional ionic liquids were designed and synthesized. BAILs catalyzed Friedel-Crafts (F-C) alkylation was applied in this specific reaction for the first time. And the BAILs showed bifunctional properties acting as catalyst and solvent. Research shows that BAILs can be used for catalyzing F-C alkylations of electron-rich arenes with aromatic or aliphatic aldehydes successfully under mild reaction conditions. Furthermore, BAILs containing triflic anion has higher activity than other BAILs and traditional ionic liquids. [HSO 3-pmim][OTf] gets the highest yields in the presence of 20 mol% of BAILs at 40 °C to give the corresponding TRAMs derivatives. After five cycles, the yields remain about 93-97%. Finally, according to IR spectrum and the experimental validation, the aromatic electrophilic substitution reaction was considered to be the possible catalysis mechanisms.
View MoreContact:(86) 731 88718666
Address:Room 1222, Unit 4, Building B, Shangcheng, No.47, Kaiyuan East Road.
Contact:+86-577-65618087-605
Address:Room 402, Unit 4 Xinhu Bldg. Waitan Ruian City, Zhejiang China.
Shanghai Bocimed Pharmaceutical Co., Ltd.
website:http://www.bocimed.com
Contact:+86-21-68861632
Address:Building 1, Lane 647, Songtao Road, Zhangjiang High-Tech Park, Shanghai
LIAOYANG TENGYUAN FOOD ADDITIVE FACTORY
Contact:+86-419-5807666
Address:Haodianzi village,Hanling Town,Liaoyang county
Hangzhou Bayee Chemical Co.,Ltd.
Contact:+86-571-86990109
Address:No.380, Jiangnan Auenue, Binjiang District, Hangzhou, China
Doi:10.1248/cpb.22.2903
(1974)Doi:10.1246/bcsj.76.485
(2003)Doi:10.1074/jbc.ra120.014029
(2020)Doi:10.1021/ja035445c
(2003)Doi:10.1515/znb-2003-0113
(2003)Doi:10.1021/jo00108a007
(1995)