Tripodal, Squaramide-Based Ion Pair Receptor for Effective Extraction of Sulfate Salt
Combining three features—the high affinity of squaramides toward anions, cooperation in ion pair binding and preorganization of the binding domains in the tripodal platform—led to the effective receptor <b>2</b>. The lack of at least one of these key elements in the structures of referen...
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| Format: | Article |
| Language: | English |
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MDPI AG
2021-05-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/26/9/2751 |
| _version_ | 1827693206632923136 |
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| author | Damian Jagleniec Marcin Wilczek Jan Romański |
| author_facet | Damian Jagleniec Marcin Wilczek Jan Romański |
| author_sort | Damian Jagleniec |
| collection | DOAJ |
| description | Combining three features—the high affinity of squaramides toward anions, cooperation in ion pair binding and preorganization of the binding domains in the tripodal platform—led to the effective receptor <b>2</b>. The lack of at least one of these key elements in the structures of reference receptors <b>3</b> and <b>4</b> caused a lower affinity towards ion pairs. Receptor <b>2</b> was found to form an intramolecular network in wet chloroform, which changed into inorganic–organic associates after contact with ions and allowed salts to be extracted from an aqueous to an organic phase. The disparity in the binding mode of <b>2</b> with sulfates and with other monovalent anions led to the selective extraction of extremely hydrated sulfate anions in the presence of more lipophilic salts, thus overcoming the Hofmeister series. |
| first_indexed | 2024-03-10T11:38:34Z |
| format | Article |
| id | doaj.art-6b0249f9b48e4e1ebae5e1e33c0df6b4 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-10T11:38:34Z |
| publishDate | 2021-05-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-6b0249f9b48e4e1ebae5e1e33c0df6b42023-11-21T18:40:54ZengMDPI AGMolecules1420-30492021-05-01269275110.3390/molecules26092751Tripodal, Squaramide-Based Ion Pair Receptor for Effective Extraction of Sulfate SaltDamian Jagleniec0Marcin Wilczek1Jan Romański2Faculty of Chemistry, University of Warsaw, Pasteura 1, 02-093 Warsaw, PolandFaculty of Chemistry, University of Warsaw, Pasteura 1, 02-093 Warsaw, PolandFaculty of Chemistry, University of Warsaw, Pasteura 1, 02-093 Warsaw, PolandCombining three features—the high affinity of squaramides toward anions, cooperation in ion pair binding and preorganization of the binding domains in the tripodal platform—led to the effective receptor <b>2</b>. The lack of at least one of these key elements in the structures of reference receptors <b>3</b> and <b>4</b> caused a lower affinity towards ion pairs. Receptor <b>2</b> was found to form an intramolecular network in wet chloroform, which changed into inorganic–organic associates after contact with ions and allowed salts to be extracted from an aqueous to an organic phase. The disparity in the binding mode of <b>2</b> with sulfates and with other monovalent anions led to the selective extraction of extremely hydrated sulfate anions in the presence of more lipophilic salts, thus overcoming the Hofmeister series.https://www.mdpi.com/1420-3049/26/9/2751ion pair receptorstripodal receptorssquaramidesulfate extraction |
| spellingShingle | Damian Jagleniec Marcin Wilczek Jan Romański Tripodal, Squaramide-Based Ion Pair Receptor for Effective Extraction of Sulfate Salt Molecules ion pair receptors tripodal receptors squaramide sulfate extraction |
| title | Tripodal, Squaramide-Based Ion Pair Receptor for Effective Extraction of Sulfate Salt |
| title_full | Tripodal, Squaramide-Based Ion Pair Receptor for Effective Extraction of Sulfate Salt |
| title_fullStr | Tripodal, Squaramide-Based Ion Pair Receptor for Effective Extraction of Sulfate Salt |
| title_full_unstemmed | Tripodal, Squaramide-Based Ion Pair Receptor for Effective Extraction of Sulfate Salt |
| title_short | Tripodal, Squaramide-Based Ion Pair Receptor for Effective Extraction of Sulfate Salt |
| title_sort | tripodal squaramide based ion pair receptor for effective extraction of sulfate salt |
| topic | ion pair receptors tripodal receptors squaramide sulfate extraction |
| url | https://www.mdpi.com/1420-3049/26/9/2751 |
| work_keys_str_mv | AT damianjagleniec tripodalsquaramidebasedionpairreceptorforeffectiveextractionofsulfatesalt AT marcinwilczek tripodalsquaramidebasedionpairreceptorforeffectiveextractionofsulfatesalt AT janromanski tripodalsquaramidebasedionpairreceptorforeffectiveextractionofsulfatesalt |