Year 2007, Month 10 (Section Brief Communications, Page 2123)
Synthesis and properties of the first representatives of terminal acetylenes in 3-imidazoline-1-oxyl 3-oxide series
O. L. Krivenko and S. F. Vasilevskii
Method for the synthesis of m- and p-isomers of 4-[2-(ethynylphenyl)vinyl]-2,2,5,5tetramethyl-3-imidazoline-1-oxyl 3-oxides by the cross-coupling of 4-[2-(3-iodophenyl)vinyl]- and 4-[2-(4-iodophenyl)vinyl]-2,2,5,5-tetramethyl-3-imidazoline-1-oxyl 3-oxides with (trimethylsilyl)acetylene followed by desilylation was elaborated. The reactions at the CH-fragment of the ethynyl group were performed. The Mannich reaction proceeds with the loss of a spin label, whereas the oxidative homocoupling, with its retention.
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