Mechanistic study on selective inclusion of xylenes into guanidinium p-toluenesulfonate host frame

Jinsoo Kim, Sang Ok Lee, Jongheop Yi, Woo Sik Kim, Michael D. Ward

Research output: Contribution to journalArticlepeer-review


The separation of xylene isomers was attempted using the principle of selective guest inclusion into a guanidinium p-toluenesulfonate (GTS) host frame. In a pair-wise competition of xylene isomers, m-xylene was selected most by the host frame over the other isomers. Meanwhile, there was hardly any competition between o-xylene and p-xylene for inclusion in the GTS host frame, resulting in only minimal selectivity in the inclusion compound. Differential scanning calorimetry was used to determine the thermal energy required to release the guest molecules from the inclusion compounds. The C{single bond}H⋯O interaction in the inclusion compound of GTS·(m-xylene) provided a stronger host-frame structure than with GTS·(o-xylene) or GTS·(p-xylene). Plus, GTS·(o-xylene) and GTS·(p-xylene) exhibited similar guest-releasing energies, as reflected in the guest selectivity of the GTS host. Thus, m-xylene was the guest template that produced a stronger GTS host-frame structure, and was selected for inclusion more than the other isomers.

Original languageEnglish (US)
Pages (from-to)517-522
Number of pages6
JournalSeparation and Purification Technology
Issue number3
StatePublished - Sep 22 2008


  • Host-guest inclusion compound
  • Isomer separation
  • Selective inclusion
  • Thermal analysis

ASJC Scopus subject areas

  • Analytical Chemistry
  • Filtration and Separation


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