Enantioselective recognition of sodium carboxylates by an 1,8-diaminoanthracene based ion pair receptor containing amino acid units
作者:Paulina Cios、Jan Romański
DOI:10.1016/j.tetlet.2016.07.053
日期:2016.8
An anthracene based ion pair receptor containing two amino acid units supported by cation and anion binding domains has been synthesized and shown to exhibit enhanced anion binding affinities in the presence of sodium cations. The receptor’s ability to recognize enantiomers was studied using chiral carboxylates derived from 2-phenylbutyric acid, mandelic acid, and three Boc-protected amino acids. Sodium
已经合成了包含两个由阳离子和阴离子结合结构域支持的氨基酸单元的蒽基离子对受体,并显示在钠阳离子存在下显示出增强的阴离子结合亲和力。使用衍生自2-苯基丁酸,扁桃酸和三个Boc保护的氨基酸的手性羧酸盐,研究了受体识别对映体的能力。钠阳离子配位不会影响手性识别,但会影响阴离子结合的强度。对于钠离子,在钠阳离子存在下阴离子结合的最大增强被发现,对于Boc- N-色氨酸,发现最大的对映异构。阴离子和盐结合的比较研究表明,受体结构中多个结合域的同时作用与单载体受体2相比,其1具有更强的盐缔合和更好的对映选择性。