四硫富瓦烯杯[4]吡咯：一种为缺电子中性客体合理设计的受体。
Tetra-TTF calix[4]pyrrole: a rationally designed receptor for electron-deficient neutral guests.
作者信息
Nielsen Kent A, Cho Won-Seob, Jeppesen Jan O, Lynch Vincent M, Becher Jan, Sessler Jonathan L
机构信息
Department of Chemistry and Biochemistry, The University of Texas at Austin, Austin, 1 University Station-A5300, Texas 78712-0165, USA.
出版信息
J Am Chem Soc. 2004 Dec 22;126(50):16296-7. doi: 10.1021/ja044664a.
A calix[4]pyrrole incorporating four appended tetrathiafulvalene (TTF) units has been synthesized, and its receptor abilities toward neutral electron-deficient guests, such as 1,3,5-trinitrobenzene, tetrafluoro-p-benzoquinone, and tetrachloro-p-benzoquinone, have been studied in solution by UV-vis and 1H NMR spectroscopies as well as in the solid-state by X-ray crystallography. In its 1,3-alternate conformation a 1:2 sandwich-like complex-stabilized by charge transfer and hydrogen bonding interactions-is formed between the tetra-TTF calix[4]pyrrole and the guest molecules. However, upon addition of chloride ions to the complex the 1,3-alternate conformation is changed in favor of a cone conformation which serves to effect a release of the guests from the tetra-TTF calix[4]pyrrole.
一种含有四个附加四硫富瓦烯（TTF）单元的杯[4]吡咯已被合成，并且通过紫外可见光谱和1H NMR光谱在溶液中以及通过X射线晶体学在固态下研究了其对中性缺电子客体（如1,3,5-三硝基苯、四氟对苯醌和四氯对苯醌）的受体能力。在其四-TTF杯[4]吡咯的1,3-交替构象中，通过电荷转移和氢键相互作用形成了一种1:2的三明治状配合物，该配合物在四-TTF杯[4]吡咯和客体分子之间形成。然而，向该配合物中加入氯离子后，1,3-交替构象发生变化，有利于形成锥形构象，这有助于使客体从四-TTF杯[4]吡咯中释放出来。
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