title: Self-assembly of dimeric tetrathiafulvalene-calix[4]pyrrole: receptor for 1,3,5-trinitrobenzene.
abstract: 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.
authors: Department of Physics and Chemistry, University of Southern Denmark, Campusvej 55, DK-5230 Odense M, Denmark. kan@ifk.sdu.dk
authors: Kent A
authors: KA
authors: Nielsen
authors: Paul C
authors: PC
authors: Stein
mesh_terms: D006571:Heterocyclic Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D015394:Molecular Structure; D011758:Pyrroles / Q000138:chemical synthesis / Q000737:chemistry*; D014301:Trinitrobenzenes / Q000737:chemistry*
chemical_list: D006571:Heterocyclic Compounds; D011758:Pyrroles; D014301:Trinitrobenzenes; C029222:sym-trinitrobenzene; C063887:tetrathiafulvalene