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Synthesis, crystal structure and complexation with dibenzylammonium ion of a novel class of crownophanes containing bridged fragments of fluorenone and stilbene |
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| Authors: | Nikolay G Lukyanenko Tatiana I Kirichenko Catherine Yu Kulygina Marina S Fonari |
| Institution: | a Department of Fine Organic Synthesis, A.V. Bogatsky Physico-Chemical Institute, National Academy of Sciences of Ukraine, Lustdorfskaya doroga 86, 65080 Odessa, Ukraine b Institute of Applied Physics, Academy of Sciences of Moldova, Academy Str., 5 MD 2028, Chisinau, Moldova c Department of Chemistry, Technion-Israel Institute of Technology, Technion City, 32000 Haifa, Israel |
| Abstract: | Two representatives of a novel class of crownophanes containing fragments of fluorenone and stilbene bridged by units of diethylene glycol and triethylene glycol, respectively, have been synthesized. The crystal structure and complexation behavior of these crownophanes were studied. They form much stronger complexes with dibenzylammonium hexafluorophosphate (logKa value in CH3CN is equal to 3.92 ± 0.06 and 4.40 ± 0.05, respectively) than benzocrown ethers. This makes them an attractive alternative for benzocrown ethers as components in supramolecular synthesis. |
| Keywords: | Crownophane Fluorenone Stilbene Complexation Dibenzylammonium hexafluorophosphate |
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