通过氧化柱[5]芳烃合成了柱[4]芳烃[1]醌衍生物( PQ X s),其在约485 nm处表现出显着的电荷转移(CT)跃迁。成功实现了两对对映体构象异构体的手性拆分。尽管结合亲和力降低, PQ X仍表现出较慢的外消旋动力学。通过将PQ X s 与手性客体络合,实现了具有显着不对称因子的可见光手性光感应。诱导的对映体过量可以通过与非手性客体的竞争性结合来维持,这为手性传感和记忆提供了一种有前途的策略。
Highly Selective Synthesis of Pillar[<i>n</i>]arene (<i>n</i> = 5, 6)
作者:Saber Mirzaei、Denan Wang、Sergey V. Lindeman、Camille M. Sem、Rajendra Rathore
DOI:10.1021/acs.orglett.8b02937
日期:2018.10.19
toward the preparation of pillar[n]arenes (n = 5, 6) is reported, based upon a high solvent-dependent selectivity found in the condensation reaction between 1,4-dialkyloxybenzene and paraformaldehyde, involving methanesulfonic acid as catalyst. Pillar[6]arene (P6) is obtained as the major product when using chloroform as solvent, while in dichloromethane pillar[5]arene (P5) is the dominant product. Accordingly
We report the first synthesis of bridged pillararenes. Meso-form pillar[6]arenes were diastereo-selectively formed by bridging units of a per-hydroxylated pillar[6]arene in an alternating up-and-down manner with dialkyldichlorosilanes.