Synthesis and Characterization of Calixsalen Macrocycles and Calixsalen Metal Complexes and their Potential Applications
AdvisorsKhashab, Niveen M.
KAUST DepartmentPhysical Science and Engineering (PSE) Division
Embargo End Date2022-12-06
Permanent link to this recordhttp://hdl.handle.net/10754/669710
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Access RestrictionsAt the time of archiving, the student author of this thesis opted to temporarily restrict access to it. The full text of this thesis will become available to the public after the expiration of the embargo on 2022-12-06.
AbstractCalixsalens, which are vase-like structures with a salen unit at each of their triangular vertices, have unique properties that make them potential candidates for separation. However, the use of calixsalens for separation had not previously been studied. In this work, we synthesized two calixsalen derivatives using the concept of dynamic covalent bond formation (imine).1H NMR, 13C NMR, mass spectrometry and Single Crystal X-ray Diffraction (SCXRD) confirmed the successful formation of [3+3] macrocycles. We investigated the selective adsorption of hexane isomers by the calixsalens. 1H NMR and gas chromatography analyses showed that calixsalen is more selective towards branched hexane isomers (3-methylpenaten, 2-methylpentane, 2,2-dimethylbutane, and 2,3-diethylbutane) compared to n-hexane. Treatment of these macrocycles with different types of metal ions transformed their conformations from [3+3] to [2+2] macrocyclic metal complexes, which was confirmed by SCXRD. The calixsalen metal complexes were preliminary tested for Styrene/Ethylbenzene separation.
CitationAltamimy, M. (2021). Synthesis and Characterization of Calixsalen Macrocycles and Calixsalen Metal Complexes and their Potential Applications. KAUST Research Repository. https://doi.org/10.25781/KAUST-1SR4Q