Stimulated by cyclodextrins high yield synthesis of azocrown analogues comprising pyrrole or imidazole residues

Kamila Sadowska (1) , Marzena Jamrógiewicz (1) , Jan F. Biernat (2)

1 Chemical Technology
2 Dept. of Chemical Technology

The influence of cyclodextrins on formation of azocrown ethers comprising pyrrole, imidazole and substituted imidazole has been studied. Pyrrole, imidazole, 2-methyl-, 4-methyl- and 4-phenylimidazole were coupled with bis-diazonium salts derived from bis-1,5-(2-aminophenoxy)-3-oxapentane or bis-1,8-(2-aminophenoxy)-3,6-dioxaoctane to form macrocyclic compounds with two azo units. The syntheses were performed under standard conditions in the presence of α-, β-, or γ-cyclodextrin (CDs) and the yield of the reaction products was compared with the results of plain experiments, i.e. without CDs. The results are discussed in terms of co-conformation of azole molecules embedded in cyclodextrin cavity.

Mots clés: Physical Sciences

Kamila Sadowska, Marzena Jamrógiewicz, Jan F. Biernat. Stimulated by cyclodextrins high yield synthesis of azocrown analogues comprising pyrrole or imidazole residues. Supramolecular Chemistry, 2008, 20 (08), pp.717-722. ⟨10.1080/10610270701767311⟩. ⟨hal-00513522⟩