Tetraalkylated 2,8,14,20-tetrathiacalix[4]arenes: Novel infinite channels in the solid state

The synthesis of new tetraalkylated derivatives of 2,8,14,20-tetrathiacalix[4]arenes was achieved by the refluxing of thiacalixarenes in acetone or acetonitrile with the alkylation agent (R-I, R-Br) in the presence of K 2CO 3 or Cs 2CO 3. The structure of the tetraalkylated thiacalix[4]arenes was st...

Full description

Saved in:
Bibliographic Details
Published in:Tetrahedron letters 1998-11, Vol.39 (48), p.8915-8918
Main Authors: Lhota´k, Pavel, Himl, Michal, Pakhomova, Svetlana, Stibor, Ivan
Format: Article
Language:English
Subjects:
Alkylation
Calixarenes
X-Ray crystal structure
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:The synthesis of new tetraalkylated derivatives of 2,8,14,20-tetrathiacalix[4]arenes was achieved by the refluxing of thiacalixarenes in acetone or acetonitrile with the alkylation agent (R-I, R-Br) in the presence of K 2CO 3 or Cs 2CO 3. The structure of the tetraalkylated thiacalix[4]arenes was studied by means of 1H NMR experiments proving the 1,3-alternate conformation under measurement conditions (CDCl 3, room temperature). The same conformation was established by X-ray analysis in the solid state where these derivatives create nice infinite channels. The synthesis of new tetraalkylated derivatives of tetrathiacalix[4]arenes is reported. The X-ray analysis showed that these derivatives adopt a 1,3-alternate conformation and create nice infinite channels in the solid state. [Display omitted]
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(98)01950-9