Abstract
In this work, we investigated the host ability of TETROL [(+)-(2R,3R)-1,1-4,4-tetraphenylbutane-1,2,3,4-tetraol] in the presence of two guest series, namely saturated cyclohexanone, cyclohexanol and cyclohexylamine on the one hand, and aromatic/saturated combinations of aniline, cyclohexylamine, phenol and cyclohexanol on the other. TETROL formed complexes with all of these guests in single solvent experiments, while mixed complexes were obtained when the host was recrystallized from guest mixtures. However, most notably, TETROL showed enhanced selectivities for the amino-containing cyclic organic compounds compared with the ketone and alcohol, results of which allude to the potential of purifying various combinations of such compounds through host‒guest chemistry. We conducted single crystal X-ray diffraction experiments in order to reveal the underlying reasons for the selectivity displayed by TETROL for these amines.
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Financial support is acknowledged from the Nelson Mandela University and the National Research Foundation (NRF). L. Bolo is thanked for thermogravimetric analyses.
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Barton, B., Dorfling, SL. & Hosten, E.C. Inclusion ability of host TETROL [(+)-(2R,3R)-1,1-4,4-tetraphenylbutane-1,2,3,4-tetraol] for selected saturated cyclic and aromatic alcohol, ketone and amine guest compounds. J Incl Phenom Macrocycl Chem 95, 331–340 (2019). https://doi.org/10.1007/s10847-019-00951-5
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DOI: https://doi.org/10.1007/s10847-019-00951-5