Synthesis and properties of the first representatives of terminal acetylenes in 3-imidazoline-1-oxyl 3-oxide series |
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Authors: | O L Krivenko S F Vasilevskii |
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Institution: | (1) Institute of Chemical Kinetics and Combustion of the Siberian Branch of the Russian Academy of Sciences, 3 ul. Institutskaya, 630090 Novosibirsk, Russian Federation |
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Abstract: | Method for the synthesis of m-and p-isomers of 4-2-(ethynylphenyl)vinyl]-2,2,5,5-tetramethyl-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.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 2051–2054, October, 2007. |
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Keywords: | nitroxyl radicals alkynes the Sonogashira reaction 3-imidazolinenitroxides |
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