Self-assembly of 5,11,17,23-tetranitro-25,26,27,28-tetramethoxythiacalix[4]arene with neutral molecules and its use for anion recognition

被引：8

作者：

Mackova, Michaela ^{[1
]}

Himl, Michal ^{[1
]}

Budka, Jan ^{[1
]}

Pojarova, Michaela ^{[2
]}

Cisarova, Ivana ^{[4
]}

Eigner, Vaclav ^{[2
]}

Curinova, Petra ^{[5
]}

Dvorakova, Hana ^{[3
]}

Lhotak, Pavel ^{[1
]}

机构：

[1] Inst Chem Technol, Dept Organ Chem, CR-16628 Prague 6, Czech Republic

[2] Inst Chem Technol, Dept Solid State Chem, CR-16628 Prague 6, Czech Republic

[3] Inst Chem Technol, CR-16628 Prague 6, Czech Republic

[4] Charles Univ Prague, Dept Inorgan Chem, Prague 12843 2, Czech Republic

[5] Acad Sci Czech Rep, Vvi, Inst Chem Proc Fundamentals, Prague 16502 6, Czech Republic

来源：

TETRAHEDRON | 2013年 / 69卷 / 04期

关键词：

Thiacalixarenes; Alkylation; Self-assembly; CH-pi interactions; Receptor; Anion recognition; UNCOMMON REGIOSELECTIVITY; CONFORMATIONS; DERIVATIVES; NITRATION;

D O I：

10.1016/j.tet.2012.10.101

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Methylation of 5,11,17,23-tetranitrothiacalix[H]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. (C) 2012 Elsevier Ltd. All rights reserved.

引用

页码：1397 / 1402

页数：6

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