86467-27-8Relevant articles and documents
Friedel-crafts alkylation of arenes catalyzed by ion-exchange resin nanoparticles: An expedient synthesis of triarylmethanes
Reddy, B. V. Subba,Venkateswarlu,Sridevi,Aldeyab, Salem S.,Vinu, Ajayan
, p. 6826 - 6832 (2015/11/24)
Friedel-Crafts alkylation of electron-rich arenes with aldehydes has been achieved in the presence of an active and selective Amberlyst-15 catalyst at the reaction temperature of 60 ° C in solvent-free conditions. The catalyst exhibitsby a very high activity and offers the corresponding triarylmethanes in excellent yields with a high selectivity. The use of highly reactive and selective Amberlyist-15 makes this procedure simple, convenient, cost-effective, practical and environmentally friendly. This method provides an easy access to triarylmethanes in a single step using a readily available acidic ionic resin, which is a stable and easy to separate from the reaction mixture by a simple filtration technique.
Br?nsted acid ionic liquids catalyzed Friedel-Crafts Alkylations of electron-rich arenes with aldehydes
Wang, Ailing,Zheng, Xueliang,Zhao, Zhuangzhi,Li, Changping,Cui, Yingna,Zheng, Xuefang,Yin, Jingmei,Yang, Guang
, p. 198 - 204 (2014/07/08)
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.
H3PW12O40-catalysed alkylation of arenes and diveratrylmethanes: Convenient routes to triarylmethanes and to symmetrical and unsymmetrical 9,10-diaryl-2,3,6,7-tetramethoxyanthracenes
Mohammadpoor-Baltork, Iraj,Moghadam, Majid,Tangestaninejad, Shahram,Mirkhani, Valiollah,Mohammadiannejad-Abbasabadi, Kazem,Khavasi, Hamid R.
experimental part, p. 1357 - 1366 (2011/04/17)
An efficient method for the synthesis of triarylmethanes and difurylarylmethanes through solventless reactions between aldehydes and arenes in the presence of H3PW12O40 as a reusable catalyst under thermal and microwave irradiation conditions has been developed. H3PW12O40-catalysed one-pot consecutive Friedel-Crafts reactions between veratrole and aldehydes were also applied as a convenient protocol for the preparation of symmetrical 9,10-diaryl-2,3,6,7- tetramethoxyanthracenes.
