Poly(2-oxazoline)s are regarded as bioinspired polymers due to their structural relation to polypeptides. In this work, a new kind of poly(2-oxazoline)s containing dipeptide segments in the side chains was synthesized through a bottom-up protocol, which involves ring-opening copolymerization of 2-(N-Boc-l-2-pyrrolidinyl)-2-oxazoline (PyOX_Boc) with 2-(3-butenyl)-2-oxazoline (BuOX) followed by deprotection and amide coupling with N-protected L-proline. The resulting vinyl-functionalized polymers were subsequently immobilized onto mercaptopropylated silica bead matrices by means of thio-click chemistry and their potential as the chiral stationary phase (CSP) for high-performance liquid chromatography was preliminarily evaluated with a series of structurally different racemates. The results showed that this class of pseudopeptide CSPs is particularly adapted to the enantiomeric separation of 1,1′-bi-2-naphthol and acyloin compounds (such as benzoin) under normal-phase conditions. Moreover, an increase in the length of polymer main chains is beneficial to the enhancement of both enantioselectivity and resolution ability. The chiral discrimination of analytes by the polymeric selectors stems primarily from hydrogen bonding and π-π interactions as well as steric hindrance.

聚（2-恶唑啉）由于其与多肽的结构关系而被认为是生物启发的聚合物。在这项工作中，通过自下而上的协议合成了一种在侧链中包含二肽段的新型聚（2-恶唑啉），该协议涉及2-（N -Boc - 1 -2-吡咯烷基）的开环共聚。）-2-恶唑啉（PyOX _Boc）与2-（3-丁烯基）-2-恶唑啉（BuOX），然后脱保护并与N酰胺偶联-保护的L-脯氨酸。随后通过硫代点击化学将所得的乙烯基官能化的聚合物固定在巯基丙基化的二氧化硅微珠基质上，并通过一系列结构上不同的外消旋体初步评估了它们作为高效液相色谱手性固定相（CSP）的潜力。结果表明，该类伪肽CSP特别适合于在正相条件下分离1,1'-联-2-萘酚和酰基糖苷化合物（如安息香）的对映体。此外，增加聚合物主链的长度有利于增强对映选择性和拆分能力。聚合物选择剂对分析物的手性区分主要源于氢键和π-π相互作用以及位阻。