dc.contributor.author | Gunnlaugsson, Thorfinnur | |
dc.date.accessioned | 2021-03-05T09:35:56Z | |
dc.date.available | 2021-03-05T09:35:56Z | |
dc.date.issued | 2018 | |
dc.date.submitted | 2018 | en |
dc.identifier.citation | Gillen, D.M., Hawes, C.S., Gunnlaugsson, T., Solution-State Anion Recognition, and Structural Studies, of a Series of Electron-Rich meta-Phenylene Bis(phenylurea) Receptors and Their Self-Assembled Structures, Journal of Organic Chemistry, 2018 Sep 7;83(17):10398-10408 | en |
dc.identifier.other | Y | |
dc.identifier.uri | http://hdl.handle.net/2262/95540 | |
dc.description.abstract | meta-Phenylene bis(phenylurea) receptors 1-4 were designed and synthesized to investigate the association between receptor shape, anion-selective binding and anion-directed self-assembly processes. Solution studies, performed through 1H NMR titrations with a variety of tetra- N-butylammonium salts, demonstrated strong binding of 2 equiv of H2PO4-, AcO-, BzO- anions and comparatively weak binding of Cl-, HSO4-, and SO42- anions. Binding modes and stability constants (log β) were determined by regression analysis of the obtained 1H NMR titration data in DMSO- d6, and the cooperativities of the binding interactions were probed. Host-guest complexes of receptors 1 and 2 were studied in the crystalline phase to further probe the anion-binding behavior of this motif. This included a triple-stranded helicate consisting of three strands of receptor 2 arranged around a mixed-phosphate anionic core, which was characterized by using X-ray crystallography. | en |
dc.format.extent | 10398-10408 | en |
dc.language.iso | en | en |
dc.relation.ispartofseries | Journal of Organic Chemistry; | |
dc.relation.ispartofseries | 83; | |
dc.relation.ispartofseries | 17; | |
dc.rights | Y | en |
dc.subject | Anion binding | en |
dc.subject | Supramolecular chemistry | en |
dc.subject | Ureas | en |
dc.subject | Anion titration | en |
dc.subject | Helicates | en |
dc.subject | Anion templation | en |
dc.title | Solution-State Anion Recognition, and Structural Studies, of a Series of Electron-Rich meta-Phenylene Bis(phenylurea) Receptors and Their Self-Assembled Structures | en |
dc.type | Journal Article | en |
dc.contributor.sponsor | Science Foundation Ireland | en |
dc.type.supercollection | scholarly_publications | en |
dc.type.supercollection | refereed_publications | en |
dc.identifier.peoplefinderurl | http://people.tcd.ie/gunnlaut | |
dc.identifier.rssinternalid | 197610 | |
dc.identifier.doi | http://dx.doi.org/10.1021/acs.joc.8b01481 | |
dc.rights.ecaccessrights | openAccess | |
dc.contributor.sponsorGrantNumber | 13/IA/1865 | en |
dc.identifier.orcid_id | 0000-0003-4814-6853 | |