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- 저자 : Vargas-Zú (검색결과 2 건)
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Controlling Cesium CationRecognition via Cation Metathesiswithin an Ion Pair Receptor
Kim, Sung Kuk,Vargas-Zú,ñ,iga, GabrielaI.,Hay, Benjamin P.,Young, Neil J.,Delmau, Lætitia H.,Masselin, Charles,Lee, Chang-Hee,Kim, Jong Seung,Lynch, VincentM.,Moyer, Bruce A.,Sessler, Jona American Chemical Society 2012 JOURNAL OF THE AMERICAN CHEMICAL SOCIETY - Vol.134 No.3
<P>Ion pair receptor 3 bearing an anion binding site and multiple cation binding sites has been synthesized and shown to function in a novel binding-release cycle that does not necessarily require displacement to effect release. The receptor forms stable complexes with the test cesium salts, CsCl and CsNO3, in solution (10% methanol-d(4) in chloroform-d) as inferred from H-1 NMR spectroscopic analyses. The addition of KClO4 to these cesium salt complexes leads to a novel type of cation metathesis in which the 'exchanged' cations occupy different binding sites. Specifically, K+ becomes bound at the expense of the Cs+ cation initially present in the complex. Under liquid liquid conditions, receptor 3 is able to extract CsNO3 and CsCl from an aqueous D2O layer into nitrobenzene-d(5) as inferred from H-1 NMR spectroscopic analyses and radiotracer measurements. The Cs+ cation of the CsNO3 extracted into the nitrobenzene phase by receptor 3 may be released into the aqueous phase by contacting the loaded nitrobenzene phase with an aqueous KClO4 solution. Additional exposure of the nitrobenzene layer to chloroform and water gives 3 in its uncomplexed, ion-free form. This allows receptor 3 to be recovered for subsequent use. Support for the underlying complexation chemistry came from single-crystal X-ray diffraction analyses and gas-phase energy-minimization studies.</P>
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Pyrrole- and Naphthobipyrrole-Strapped Calix[4]pyrroles as Azide Anion Receptors
Kim, Seung Hyeon,Lee, Juhoon,Vargas-Zú,ñ,iga, Gabriela I.,Lynch, Vincent M.,Hay, Benjamin P.,Sessler, Jonathan L.,Kim, Sung Kuk American Chemical Society 2018 Journal of organic chemistry Vol.83 No.5
<P>The binding interactions between the azide anion (N<SUB>3</SUB><SUP>-</SUP>) and the strapped calix[4]pyrroles <B>2</B> and <B>3</B> bearing auxiliary hydrogen bonding donors on the bridging moieties, as well as of normal calix[4]pyrrole <B>1</B>, were investigated via <SUP>1</SUP>H NMR spectroscopic and isothermal titration calorimetry analyses. The resulting data revealed that receptors <B>2</B> and <B>3</B> have significantly higher affinities for the azide anion in organic media as compared with the unfunctionalized calix[4]pyrrole <B>1</B> and other azide receptors reported to date. Single crystal X-ray diffraction analyses and calculations using density functional theory revealed that receptor <B>2</B> binds CsN<SUB>3</SUB> in two distinct structural forms. As judged from the metric parameters, in the resulting complexes one limiting azide anion resonance contributor is favored over the other, with the specifics depending on the binding mode. In contrast to what is seen for <B>2</B>, receptor <B>3</B> forms a CsN<SUB>3</SUB> complex in 20% CD<SUB>3</SUB>OD in CDCl<SUB>3</SUB>, wherein the azide anion is bound only vertically to the NH protons of the calix[4]pyrrole and the cesium cation is complexed within the cone shaped-calix[4]pyrrole bowl. The bound cesium cation is also in close proximity to a naphthobipyrrole subunit present in a different molecule, forming an apparent cation-π complex.</P> [FIG OMISSION]</BR>
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