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Diethynylbenzo-15-crown-5- (6), 4',5'(5'')-diethynyldibenzo-18-crown-6 (10, 11) and 4',5',4'',5''-tetraethynyl-dibenzo-18-crown-6 (12) ethers were synthesized by cross-coupling of the corresponding di- and tetra- iodides (1-4) with trimethylsilylacetylene (5a) or 2-methylbut-3- yn-2-ol (5c) followed by treatment of the resulting products with alkali. The Mannich reaction with the di- and tetraethynyl derivatives was also carried out.

Synthesis and chemical properties of polyacetylenic derivatives of benzo- and dibenzo- crown ethers