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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• 作者：Michaela Ma?kov&aacute ; ^a ; Michal Himl^a ; Jan Budka^a ; Michaela Pojarov&aacute ; ^b ; Ivana Cí ; sa?ov&aacute ; ^d ; V&aacute ; clav Eigner^b ; Petra Cu?í ; nov&aacute ; ^e ; Hana Dvo?&aacute ; kov&aacute ; ^c ; Pavel Lhot&aacute ; k^a ; ^{lhotakp@vscht.cz} ; ^{pavel.lhotak@vscht.cz}
• 关键词：Thiacalixarenes ; Alkylation ; Self-assembly ; CH&ndash ; ¦Ð interactions ; Receptor ; Anion recognition
• 刊名：Tetrahedron
• 出版年：2013
• 出版时间：28 January, 2013
• 年：2013
• 卷：69
• 期：4
• 页码：1397-1402
• 全文大小：566 K

文摘

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.