Synthesis of pillar[7]arene

• 作 者: Herbert Meier
• 机 构: Institute of Organic Chemistry,University of Mainz,Duesbergweg 10-14,55099 Mainz,Germany,
• 出 处: Chinese Chemical Letters
• 发表日期: 2012年05期
• 关键词: arene pillar Pillar guest condensation catalyzed chloroform solubility benzene a

The first synthesis of pillar[7]arene is reported with two methods.Method A:the FeCl_3-catalyzed condensation reaction of 1,4- dimethoxybenzene(1) with paraformaldehyde in CHCl_3 gave dimethoxypillar[7]arene(3).Method B:the p-toluenesulfonic acid catalyzed condensation reaction of 2,5-bis(benzyloxymethyl)-1,4-dimethoxybenzene(2) in CH_2Cl_2 gave compound 3.Demethylation of 3 with BBr_3 gave pillar[7]arene(4).The pillar[7]arene might be a perspective macrocyclic host in host-guest chemistry.

The first synthesis of pillar [7] arene is reported with two methods. Method A: the FeCl_3-catalyzed condensation of 1,4-dimethoxybenzene (1) with paraformaldehyde in CHCl_3 gave dimethoxypillar [7] arene (3) the p-toluenesulfonic acid catalyzed condensation reaction of 2,5-bis (benzyloxymethyl) -1,4-dimethoxybenzene (2) in CH_2Cl_2 gave compound 3.Demethylation of 3 with BBr_3 gave pillar [7] arene (4) 7] arene might be a perspective macrocyclic host in host-guest chemistry.