Liu Qian, Tian Xueqi, Shen Yuhong, Huang Xingyi, Wang Kaiya, Hu Xiao-Yu
College of Materials Science and Technology, Nanjing University of Aeronautics and Astronautics Nanjing 211106 China
RSC Adv. 2021 Nov 26;11(60):38115-38119. doi: 10.1039/d1ra07958a. eCollection 2021 Nov 23.
Since pillar[5]arene was first discovered in 2008, it has developed into a multifunctional supramolecular host. Its application covers many fields from drug delivery and chemical sensing to the construction of molecular machines, and so on. Supramolecular catalysis based on pillar[]arenes is one of the hot research topics that has emerged in recent years. In this paper, we have synthesized two water-soluble pillar[5]arenes with peripheral rims bearing opposite charges and investigated their influence on Kemp elimination reaction of 1,2-phenylisoxazole derivatives. It is found that both hosts have a moderate rate acceleration effect on the reaction, and the positively charged host H1 has a greater impact on the reaction rate than the negatively charged host H2.
自2008年首次发现柱[5]芳烃以来，它已发展成为一种多功能超分子主体。其应用涵盖从药物递送、化学传感到分子机器构建等许多领域，等等。基于柱芳烃的超分子催化是近年来出现的热门研究课题之一。在本文中，我们合成了两种外周带有相反电荷的水溶性柱[5]芳烃，并研究了它们对1,2-苯基异恶唑衍生物的肯普消除反应的影响。发现两种主体对该反应都有适度的速率加速作用，且带正电荷的主体H1对反应速率的影响比带负电荷的主体H2更大。
