{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,27]],"date-time":"2025-10-27T10:37:47Z","timestamp":1761561467720},"reference-count":32,"publisher":"Wiley","issue":"3","license":[{"start":{"date-parts":[[2010,9,16]],"date-time":"2010-09-16T00:00:00Z","timestamp":1284595200000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Chirality"],"published-print":{"date-parts":[[2011,3]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>The enantiomeric separations of three neonicotinoid insecticides (identified as compounds <jats:bold>1<\/jats:bold>, <jats:bold>2<\/jats:bold>, and <jats:bold>3<\/jats:bold>) were performed on three polysaccharide\u2010type chiral columns, that is, Chiralcel OD\u2010H, Chiralpak AD\u2010H, and Chiralpak IB, by high\u2010performance liquid chromatography (HPLC) and supercritical fluid chromatography (SFC). Effects of the modifier percentage and column temperature on chiral recognitions of chiral stationary phases were also studied. Both <jats:bold>1<\/jats:bold> and <jats:bold>2<\/jats:bold> could be resolved on all three columns selected, with the highest <jats:italic>R<\/jats:italic><jats:sub>s<\/jats:sub> values obtained on Chiralpak AD\u2010H and Chiralcel OD\u2010H, respectively. However, satisfactory separation of the four stereoisomers of <jats:bold>3<\/jats:bold> was only achieved on Chiralcel OD\u2010H. Considering the effects of ethanol on the values of <jats:italic>k<\/jats:italic>, \u03b1, and <jats:italic>R<\/jats:italic><jats:sub>s<\/jats:sub>, we concluded that hydrogen bonding, \u03c0\u2013\u03c0, and\/or dipole\u2013dipole interactions might be all responsible for the chiral separation. In comparison to HPLC, a shorter run time was achieved for <jats:bold>1<\/jats:bold> and <jats:bold>2<\/jats:bold> by SFC. However, <jats:bold>3<\/jats:bold> could not be stereoselectively resolved using SFC. On the basis of the calculated thermodynamic parameters, we found that the separation processes of enantiomers of <jats:bold>1<\/jats:bold> and <jats:bold>2<\/jats:bold> were entropy controlled and enthalpy controlled, respectively. 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