|
Type |
Poster Presentation |
Area |
Organic Chemistry |
Room No. |
Exhibition Hall 2 |
Time |
4월 18일 (목요일) 11:00~12:30 |
Code |
ORGN.P-156 |
Subject |
Synthesis of a crown ether strapped-hexapyrrolic calix[4]pyrrole with amide linkage and its anion and ion pair recognition |
Authors |
Nam Jung Heo, Sung Kuk Kim* Department of Chemistry, Gyeongsang National University, Korea |
Abstract |
The hexapyrrolic calix[4]pyrrole strapped with a crown ether via amide linkages was synthesized. 1H NMR spectroscopic analyses revealed that the receptor was able to various anions such as the fluoride, the chloride, and the hydrogen phosphate anion with remarkably high affinity. This finding was ascribed to all of eight NHs playing a role in anion binding. It was also proved that the receptor bound the fluoride and the chloride anion in different binding modes. For example, in the case of the former anion, the pyrroles attached to the meso carbon of the calix[4]pyrrole framework take part in the fluoride binding via π-anion interaction. By contrast, the meso pyrroles participate in the binding of the chloride anion forming direct hydrogen bonds. The receptor was also found to bind LiCl and CsCl with high affinity. In this case, the lithium cation was complexed with the crown moiety while the chloride anion was hydrogen bonded to the NHs of the calix[4]pyrrole and the meso pyrroles as well as the amide NHs. On the contrary, in the case of CsCl, the cesium cation was presumed to be bound to the bowl shape of the calix[4]pyrrole cavity conformationally fixed as a result of the chloride binding. |
E-mail |
katpz2000@naver.com |
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