199165-24-7Relevant academic research and scientific papers
Synthesis and Thermolysis of Enediynyl Ethyl Ethers as Precursors of Enyne - Ketenes
Tarli, Anna,Wang, Kung K.
, p. 8841 - 8847 (2007/10/03)
Enediynyl ethyl ethers 14/17 were synthesized by using the Pd(PPh3)4-catalyzed cross-coupling factions between enynyl iodides 13/16 and (2-ethoxyethynyl)zinc chloride. Thermolysis of these enediynyl ethyl ethers in refluxing chlorobenzene (132°C) promoted a retro-ene reaction to produce enyne - ketenes, which underwent the Moore cyclization reactions to form the biradicals having a phenyl radical center and a phenoxy radical center. The presence of two radical centers in he same molecule simultaneously provided many opportunities for intramolecular decay through disproportionate, radical - radical combination, and the formation of o-quinone methide.
