Department of Physics and Chemistry, University of Southern Denmark, Campusvej 55, DK-5230 Odense M, Denmark.
Org Lett. 2011 Dec 2;13(23):6176-9. doi: 10.1021/ol2025586. Epub 2011 Nov 1.
The synthesis and binding properties of a tetrathiafulvalene (TTF)-calix[4]pyrrole receptor 2 appended with one 3,5-dinitrobenzoate guest moiety are reported. The preliminary studies revealed that the receptor is self-complexing into a dimer receptor 2•2. The self-complexation of the receptor leads to preorganization--in its 1,3-alternate conformation--and as a result hereof, the dimer receptor 2•2 is displaying a 2 order higher binding affinity toward analytes (e.g., 1,3,5-trinitrobenzene) than the model tetrathiafulvalene (TTF)-calix[4]pyrrole receptor 3.
报道了一种四硫富瓦烯(TTF)-杯[4]吡咯受体 2,其中一个 3,5-二硝基苯甲酸客体制物。初步研究表明,受体自组装成双二聚体受体 2•2。受体的自组装导致预组织——在其 1,3-交替构象中——因此,二聚体受体 2•2 对分析物(例如 1,3,5-三硝基苯)的结合亲和力比模型四硫富瓦烯(TTF)-杯[4]吡咯受体 3 高 2 个数量级。