Calix[4] pyrrole[2]carbazole: A new kind of expanded calixpyrrole
Calix[4] pyrrole[2]carbazole: A new kind of expanded calixpyrrole
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DOI：
10.1021/ja045218q
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发表时间：
2004-12-15
影响因子：
15
通讯作者：
Sessler, JL
中科院分区：
文献类型：
--
作者：
Piatek, P;Lynch, VM;Sessler, JL
报道了一类新的杯[4]吡咯类似物的合成及其阴离子结合性质，该类似物含有两个咔唑亚基，取代了杯[4]吡咯中常见的四个丙酮桥连单元中的两个。该化合物存在于一个翼状结构在固态下，从单晶X-射线衍射分析的自由系统和相应的苯甲酸根阴离子复合物判断。从静态荧光猝灭实验获得二氯甲烷溶液中阴离子结合的证据;这些后者揭示了相对于其他羧酸根阴离子对乙酸根的轻微偏好（例如，苯甲酸盐、草酸盐、琥珀酸盐），以及各种其它阴离子底物（即，氯化物和磷酸二氢盐）。在溴化物、硝酸盐和硫酸氢盐的情况下，没有观察到结合的证据。
The synthesis and anion binding properties of a new class of calixpyrrole analogue, containing two carbazole subunits in lieu of two of the four acetone bridging elements normally found in calix[4)pyrrole, is described. The compound exists in a winglike structure in the solid state, as judged from single-crystal X-ray diffraction analyses of both the free system and the corresponding benzoate anion complex. Evidence for anion binding in dichloromethane solution was obtained from static fluorescent quenching experiments; these latter revealed a slight preference for acetate relative to other carboxylate anions (e.g., benzoate, oxalate, succinate), as well as various other anionic substrates (i.e., chloride and dihydrogen phosphate). No evidence of binding was observed in the case of bromide, nitrate, and hydrogen sulfate.