Host-guest complexation between simple pillar[5]arene and a new type of neutral guests. Issue 12 (1st December 2020) - Yan, Xin
ABSTRACT: Pillar[5]arenes are a new type of supramolecular hosts constructed from hydroquinone and their derivatives linked by methylene units. Searching new host-guest interaction between pillar[5]arenes and neutral guests are thus great interesting. Here, four neutral guests (AA0, AA2, AA4 and AA6 ) with both amino and amide groups were prepared from phenol by two steps. The host-guest interactions between perethylated pillar[5]arene (EtP5 ) and guest molecules were investigated in detail by various technologies, including 1 H NMR, 13 C NMR, 2D NOESY NMR, MS analysis and DFT calculation. We found that the guests (AA4 and AA6 ) with longer alkyl chain can form a stable inclusion complex with EtP5 through C–H···O, N–H···O, C–H···N and C–H···π interactions while shorter guests (AA0 and AA2 ) could not. Abstract :