Abstract
The title compounds, in which the terminal alkyne functions are adorned with -CH2OCH2CH2OCH2CH2OCH2CH3 or -p-C6H4OCH2CH2 OCH2CH2OCH3 substituents, were synthesized. The strategies for their preparation relied on prior art and involved the use of Sonogashira alkynylations of appropriate haloarenes, Stephens–Castro cyclizations of 1,2,4-trialkynyl-3-iodobenzenes, and Hay oxidative couplings of 1,2,3,4-tetralkynylbenzenes. The targets form yellow materials, exhibiting yellow-green fluorescence, and they are very soluble in polar solvents, but only sparingly so in nonpolar media. Attempts to convert them into the antikekulene frame through CpCo(CO)2-catalyzed (co)-cyclizations failed.
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