Mercuration of thiacalix[4]arenes in the cone and 1,3-alternate conformations

被引：5

作者：

Botha, F. ^{[1
]}

Boehm, S. ^{[1
]}

Dvorakova, H. ^{[2
]}

Eigner, V. ^{[3
,4
]}

Lhotak, P. ^{[1
]}

机构：

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

[2] Inst Chem Technol, Lab NMR Spect, CR-16628 Prague 6, Czech Republic

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

[4] Inst Phys AS CR, Vvi, Prague 18221 8, Czech Republic

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2014年 / 12卷 / 28期

关键词：

UNCOMMON REGIOSELECTIVITY; S-ALKYLATION; META; THIACALIXARENES; SUBSTITUTION; SULFUR;

D O I：

10.1039/c4ob00799a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first mercuration in the thiacalixarene series using thiacalix[4] arenes immobilized in the cone or 1,3-alternate conformations gave a mixture of two monomercurated regioisomers (meta and para) in approx. 4 : 1 and 2 : 1 ratios, respectively. The organomercurial intermediates show unusual solid-state behaviour, as evidenced by the formation of. 6 complexes, and can be easily transformed into halogen-substituted derivatives, so far inaccessible in thiacalixarene chemistry. This paves the way towards the synthesis of inherently chiral thiacalixarene-based receptors with an unusual substitution pattern.

引用

页码：5136 / 5143

页数：8

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