E05907

THE STRUCTURE OF THE NEW CYCLOALCYL- AND ALKYLSUBSTITUTED CALIX[N]ARENES S.A.Talipov, A.M.Iuldashev, Kh.L.Gapparov, M.A.Ishmukhamedov, B.T.Ibragimov. Institute of Bioorganic Chemistry, H.Abdullaev Str. 83, Tashkent, 700143, Uzbekistan

We have synthesized the new calix[n]arenes containing the cyclo-pentyl-, 1-ethylcyclopentyl-cyclohexyl-, 1-methylcyclohexyl-, 1-ethylcyclopentyl groups at the p-position of the phenolicrings by one step procedure and investigated their inclusion compound formation and determined the structure some of them. The iso-propyl-, secbutyl-, tert- butyland tert-, amyl-, calix[4]arenes had been obtained by Fridel-Crafts alkylation of unsubstituted one. The structure of p-(t-ethylcyclohexyl) (methoxy) calix[8]arene and clathrates of p-(1-methylcyclohexyl) calix[4]arene, p-sec- butylcalix[4]arene, p-tert-amylcalix[4] arene with toluene, p-tert-butylcalix[4]arene with tert- butylchloride, p-iso-propylcalix[n]arene

with benzene was determined by X-ray method.

The conformation of p-(t-ethylcyclohexyl) (methoxy) calix[8]arene is centrosymmetric and the molecule is not calix shaped because of me tylation of initial p-phenol OH groups. The parts ofthe host serve as guest molecule and fill up the molecular cavity, i.e. we deal with autoclathrate".

In the units A,C and D of the molecule ethyl and methoxy frag ments are mutually trans oriented, while the orientation of the same fragments of the unit B is cis.

The ethyl groups of the molecule is directed to the aromatic rings and in the units B, C and D it is oriented to the cavity, while in the unit A this orientation is vice versa.

Here, probably we have the unique case of attractive interaction between the CH430 groups and aromatic p-electrons of the same host.