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双吡咯烷 strapped 杯[4]吡咯:强阴离子受体,可提取硫酸根阴离子。

Bipyrrole-strapped calix[4]pyrroles: strong anion receptors that extract the sulfate anion.

机构信息

Department of Chemistry, The University of Texas at Austin , 105 E. 24th Street, Stop A5300, Austin, Texas 78712-1224, United States.

出版信息

J Am Chem Soc. 2014 Oct 22;136(42):15079-85. doi: 10.1021/ja5086996. Epub 2014 Oct 8.

Abstract

Cage-type calix[4]pyrroles 2 and 3 bearing two additional pyrrole groups on the strap have been synthesized. Compared with the parent calix[4]pyrrole (1), they were found to exhibit remarkably enhanced affinities for anions, including the sulfate anion (TBA(+) salts), in organic media (CD2Cl2). This increase is ascribed to participation of the bipyrrole units in anion binding. Receptors 2 and 3 extract the hydrophilic sulfate anion (as the methyltrialkyl(C(8-10))ammonium (A336(+)) salt) from aqueous media into a chloroform phase with significantly improved efficiency (>10-fold relative to calix[4]pyrrole 1). These two receptors also solubilize into chloroform the otherwise insoluble sulfate salt, (TMA)2SO4 (tetramethylammonium sulfate).

摘要

笼型杯[4]吡咯 2 和 3 在柄上带有两个额外的吡咯基团,已经被合成。与母体杯[4]吡咯(1)相比,它们在有机溶剂(CD2Cl2)中被发现对阴离子,包括硫酸盐阴离子(TBA(+)盐),表现出显著增强的亲和力。这种增加归因于双吡咯单元参与阴离子结合。受体 2 和 3 从水相中将亲水性的硫酸盐阴离子(作为甲基三烷基(C(8-10))铵(A336(+))盐)萃取到氯仿相中,效率显著提高(相对于杯[4]吡咯 1 提高了 10 倍以上)。这两个受体还将原本不溶的硫酸盐盐(TMA)2SO4(四甲基硫酸铵)溶解到氯仿中。

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