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Chunhong Zhang, Fangbin Liu, Yufa Li, Xiande Shen, Xiaodong Xu, Ryosuke Sakai, Toshifumi Satoh, Toyoji Kakuchi and Yoshio Okamoto Influence of stereoregularity and linkage groups on chiral recognition of poly(phenylacetylene) derivatives bearing L-leucine ethyl ester pendants as chiral stationary phases for HPLC Journal of Polymer Science Part A: Polymer Chemistry 51

Version of Record online: 22 FEB 2013 | DOI: 10.1002/pola.26611

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Helical poly(phenylacetylene) derivatives, poly-1 and poly-2a, were synthesized and evaluated as chiral stationary phases (CSPs) for HPLC after coated on silica gel. Poly-2a with a shorter amide linkage exhibited higher chiral recognition than poly-1 with a longer urea linkage. The coating solvents of poly-2a on silica gel influenced chiral recognition. The separation factors for some racemates on poly-2a were comparable to those obtained on the popular CSPs derived from polysaccharide phenylcarbamates. Non-helical poly-2b showed much lower chiral recognition than poly-2a, indicating that the helicity based on stereoregular poly(phenylacetylene) main chains plays an important role in chiral recognition.

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