A convenient one-step reaction leading to a key discotic intermediate:   mono-hydroxy-triphenylene at multi-gram scale

doi:10.1016/j.tetlet.2014.12.070

CORC > 北京大学 > 化学与分子工程学院

	A convenient one-step reaction leading to a key discotic intermediate: mono-hydroxy-triphenylene at multi-gram scale
	Xiao, Weikang ; He, Zhiqun ; Xu, Min ; Wu, Nan ; Kong, Xiangfei ; Jing, Xiping
刊名	四面体通讯
	2015
关键词	Mono-hydroxy-penta-alkoxytriphenylene Triphenylene Discotic liquid crystal Non-selective cleavage Ferric chloride LIQUID-CRYSTALS FUNCTIONALIZED TRIPHENYLENES SUBSTITUTED TRIPHENYLENES COUPLING REACTIONS COLUMNAR PHASE CHLORIDE TRIMERIZATION CHEMISTRY OXIDATION SYSTEM
DOI	10.1016/j.tetlet.2014.12.070
英文摘要	This work reveals a novel reaction route deviated from a Scholl coupling reaction with an interrogation into the mechanism. A catalytic function of FeCl3 in the presence of protons plays a key role in the new reaction. It was discovered that by increasing the quantity of reagent FeCl3 is able to shift the reaction product from a symmetrically hexa-substituted coupling one to a mono-hydrolysed coupling product. The discovery offers a chance to explore and understand the reaction mechanism further. The new reaction enables a convenient one-step synthesis of mono-hydroxy-penta-alkoxytriphenylene, a key discotic liquid crystal intermediate for organic electronic materials, from a simple 1,2-dialkoxybenzenes reactant at a yield up to 65%. (C) 2015 Published by Elsevier Ltd.; http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=PARTNER_APP&SrcAuth=LinksAMR&KeyUT=WOS:000348265000011&DestLinkType=FullRecord&DestApp=ALL_WOS&UsrCustomerID=8e1609b174ce4e31116a60747a720701 ; Chemistry, Organic; SCI(E); 1; ARTICLE; zhqhe@bjtu.edu.cn; 5; 700-705; 56
语种	英语
内容类型	期刊论文
源URL	[http://ir.pku.edu.cn/handle/20.500.11897/206252]
专题	化学与分子工程学院
推荐引用方式 GB/T 7714	Xiao, Weikang,He, Zhiqun,Xu, Min,et al. A convenient one-step reaction leading to a key discotic intermediate: mono-hydroxy-triphenylene at multi-gram scale[J]. 四面体通讯,2015.
APA	Xiao, Weikang,He, Zhiqun,Xu, Min,Wu, Nan,Kong, Xiangfei,&Jing, Xiping.(2015).A convenient one-step reaction leading to a key discotic intermediate: mono-hydroxy-triphenylene at multi-gram scale.四面体通讯.
MLA	Xiao, Weikang,et al."A convenient one-step reaction leading to a key discotic intermediate: mono-hydroxy-triphenylene at multi-gram scale".四面体通讯 (2015).