Abstract: Undecenyl dihydroxyethyl amine has been synthesized by the alkyla-tion of dihydroxyethyl amine with undecenyl chloride in the presence of a base and PEG-400 as phase transfer catalyst. The subseqver.t reaction with. polyethylene glycol ditosylates gave N-undecenyl monoaza-15-crown-5 and-18-crown-6. These alkenyl azacrown ethers and N-allyl monoaz a-l5-crown-5 and -18-crown-6 were hydrosilylated with triethoxysilane in the presence of tetrakis(tri-phenylphosphine) platinum complex as catalyst, respectively, and the terminal addition adducts, w-triethoxysilylalkyl azacrown ethers, were obtained, After immobilization of the latter compounds on fumed silica, four new silica-bound polysiloxane supported azacrown ethers formed. All fo them possessed a high thermostability. The complexation capacities of the above mentioned azacrown ethers and their immobilized products for sodium and potassium picratewere determined, and their PTC activity for the nucleophilic substitution reaction of 1-bromohexane by sodium or potassium iodide were investigated. The yield of 1-iodohexane reached 100% in some cases.

Key words: (N-10undecenyl) azacrown ethers, Hydrosilylation, Supported azacrown. ethers, Phase transfer catalysis