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1,3-Alternate calix[4]arene-bonded silica stationary phases. Effect of calixarene skeleton substituents on the retention mechanism and column selectivity

✍ Scribed by Magdalena Śliwka-Kaszyńska; Katarzyna Jaszcołt; Iwona Anusiewicz


Publisher
John Wiley and Sons
Year
2009
Tongue
English
Weight
1014 KB
Volume
32
Category
Article
ISSN
1615-9306

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✦ Synopsis


Abstract

Four novel 1,3‐alternate calix[4]arene‐bonded silica gel stationary phases possessing different aromatic and aliphatic substituents at the upper rim (CalixNph, CalixBph, CalixHex, and CalixDdc) were prepared and structurally characterized. The comparison and selectivity of these phases were done by using alkylbenzenes, fatty acid p‐bromophenacyl esters, aromatic positional isomers, and polynuclear aromatic hydrocarbons as analytes. Quantum chemistry calculations have also been performed (using an ab initio method) to support the experimental findings. The effect of the type and content of organic modifier on the retention and selectivity of the alkylbenzenes was studied. The retention mechanism is also discussed. The results indicate that the stationary phases behave like RP packings. However, inclusion complex formation and hydrophobic and π–π interactions seem to be involved in the separation process.