Self-assembly of 5,11,17,23-tetranitro-25,26,27,28-tetramethoxythiacalix[4]arene with neutral molecules and its use for anion recognition |
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| Authors: | Michaela Mačková Michal Himl Jan Budka Michaela Pojarová Ivana Císařová Václav Eigner Petra Cuřínová Hana Dvořáková Pavel Lhoták |
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| Affiliation: | 1. Department of Organic Chemistry, Institute of Chemical Technology, Technická 5, 16628 Prague 6, Czech Republic;2. Department of Solid State Chemistry, Institute of Chemical Technology, Technická 5, 16628 Prague 6, Czech Republic;3. Laboratory of NMR Spectroscopy, Institute of Chemical Technology, Technicka 5, 166 28 Prague 6, Czech Republic;4. Department of Inorganic Chemistry, Charles University, Hlavova 8, 128 43 Prague 2, Czech Republic;5. Institute of Chemical Process Fundamentals, v.v.i., Academy of Sciences of the Czech Rep., Rozvojová 135, 165 02 Prague 6, Czech Republic |
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| Abstract: | Methylation of 5,11,17,23-tetranitrothiacalix[4]arene with diazomethane leads to the tetramethoxy derivative, which was studied using single-crystal X-ray crystallography. It revealed that this compound, albeit in the 1,3-alternate conformation, can form the inclusion complexes with various solvent molecules possessing acidic methyl groups (ethyl acetate, nitromethane, acetone, acetonitrile) and creates interesting infinite channels filled with solvent molecules. The subsequent transformation of nitro groups into the ureido moieties gave receptors capable of anion recognition even in a highly HB-competitive solvent like DMSO. |
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