A new class of organogels derived from potassium 8-nitroquinolinecarboxylate was selectively formed in THF/MeOH (V:V=1: 1), and their superstructures were characterized by atomic force microscopy, scanning electron microscopy and transmission electron microscopy.
Efficient synthesis and resolution of a series of meta-substituted inherently chiral aminocalix[4]arene derivatives have been described. Consequently,the meta-nitro,bromo and chloro substituted inherently chiral calix[4]arenes could be directly synthesized by the nitration,bromination,and chlorination of the acylating product of aminocalix[4]arene. meta-Cyano and phenyl substituted inherently chiral aminocalix[4]arenes were readily obtained by the nucleophilic substitution reaction or Suzuki coupling reaction from the meta-bromo substituted one under the Pd-catalyzed conditions. For kinetic resolution of the racemic inherently chiral aminocalix[4]arenes,it was found that the electron-withdrawing ability of substituent was helpful to improving the resolution efficiency of the acylation process,and the kinetic resolution could be efficiently applied to the resolution of meta-nitro substituted inherently chiral aminocalix[4]arene,providing (cS)-or (cR)-isomer in up to 95% or 99.9% ee value,respectively,with the corresponding chiral acylating reagent. Moreover,by introduction of the chiral auxiliary,enantiopure antipodes of meta-cyano and phenyl substituted inherently chiral aminocalix[4]arenes could also be readily obtained. These enantiopure amino-calix[4]arenes are potential building blocks for constructing novel chiral receptors and asymmetric catalysts.
XU ZhenXiang ZHANG Chun HUANG ZhiTang CHEN ChuanFeng