Barton, Benita published the artcileSynthesis and assessment of compounds trans-N,N’-bis(9-phenyl-9-xanthenyl)cyclohexane-1,4-diamine and trans-N,N’-bis(9-phenyl-9-thioxanthenyl)cyclohexane-1,4-diamine as hosts for potential xylene and ethylbenzene guests, Application of 9-Phenyl-9H-xanthen-9-ol, the publication is Journal of Inclusion Phenomena and Macrocyclic Chemistry (2019), 93(3-4), 333-346, database is CAplus.
In this work, two novel compounds, trans-N,N’-bis(9-phenyl-9-xanthenyl)cyclohexane-1,4-diamine 1 and trans-N,N’-bis(9-phenyl-9-thioxanthenyl)cyclohexane-1,4-diamine 2, were designed and successfully synthesized in our laboratories, and assessed for their host potential in the presence of potential xylene (Xy) isomer and ethylbenzene (EB) guests. Host 1 successfully formed complexes with all four of o-Xy, m-Xy, p-Xy and EB, while 2 only clathrated p-Xy and EB. Equimolar guest/guest competition experiments showed that hosts 1 and 2 possess very similar selectivities for these guests [p-Xy (73.9%) > EB (13.0%) > m-Xy (8.1%) > o-Xy (5.0%) and p-Xy (71.3%) > EB (20.2%) > m-Xy (6.0%) > o-Xy (2.5%) for 1 and 2, resp.]. Single crystal diffraction analyses revealed striking geometry changes for the sulfur host analog: while the tricyclic fused ring system of the oxygen host remained planar when guest was absent or present, this fused system of the sulfur analog experienced a dramatic geometry change from buckled (in the absence of guest) to planar (in guest presence). This observation explained the selectivity similarities of both hosts in the presence of these guests. Addnl., the relative thermal stabilities of the four complexes with host 1 were assessed by employing thermal analyses, and the results of these correlated exactly with the selectivity order, since the onset temperature of the guest release processes (Ton) was in the order p-Xy (88.0 °C) > EB (70.9 °C) > m-Xy (59.7 °C) > o-Xy (46.2 °C). Ton values also explained the significant preference of host 2 for p-Xy (115.5 °C) relative to EB (76.6 °C), resp.
Journal of Inclusion Phenomena and Macrocyclic Chemistry published new progress about 596-38-3. 596-38-3 belongs to alcohols-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Benzene,Alcohol, name is 9-Phenyl-9H-xanthen-9-ol, and the molecular formula is C19H14O2, Application of 9-Phenyl-9H-xanthen-9-ol.
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