1207685-08-2Relevant academic research and scientific papers
Synthesis and inclusion properties of pillar[n]arenes
Kou, Yuhui,Cao, Derong,Tao, Hongqi,Wang, Lingyun,Liang, Jianquan,Chen, Zhizhao,Meier, Herbert
, p. 279 - 289 (2013)
A detailed study of the reaction conditions revealed that a quantitative cyclocondensation of 1,4-dialkoxy-2,5-bis(alkoxymethyl)-benzenes to pillar[n]arenes can be achieved by catalysis of p-toluenesulfonic acid in CH2Cl2. Major product of this new reaction is in each case a cyclopentamer (n = 5), but small amounts of the pillar[n]arenes with n = 6, 7 and 10 can be obtained as well. Different alkoxy groups in 1- and 4-position lead to regioisomers. All cyclooligomers exist in pillar structures as pair of enantiomers, which show a racemisation at room temperature, which is fast in terms of the NMR time scale. The racemisation process occurs by rotation of the 1,4-phenylene segments in the macrocyclic rings. Pillar[n]arenes exhibit novel host-guest behavior. Springer Science+Business Media B.V. 2012.
