Institut de Química Computacional i Catàlisi (IQCC), Universitat de Girona, Maria Aurèlia Capmany 69, 17003 Girona, Spain.
Org Lett. 2023 May 12;25(18):3190-3194. doi: 10.1021/acs.orglett.3c00463. Epub 2023 Apr 11.
We report a chiral deep cavitand receptor based on calix[5]arene stabilized by a cooperative network of hydrogen bonds and having a highly flexible structure. The cavitand displays enantioselective molecular recognition with a series of chiral quaternary ammonium salts, providing unprecedented stability ratios between the corresponding diastereomeric host-guest complexes. Molecular dynamics simulations corroborate the higher flexibility of the new host and the emergence of superior induced-fit behavior with regards to resorcin[4]arene derived self-folding cavitands.
我们报道了一种基于杯[5]芳烃的手性深穴受体，它由氢键形成的协同网络稳定，具有高度灵活的结构。该穴醚对一系列手性季铵盐表现出对映选择性分子识别，为相应的非对映体主客体配合物提供了前所未有的稳定性比。分子动力学模拟证实了新主体的更高灵活性，并表现出相对于基于间苯二酚[4]芳烃的自折叠穴醚的优越诱导契合行为。
