184155-12-2Relevant academic research and scientific papers
Synthesis of (4Z)-1,1-diphenyl-1,2,4-heptatrien-6-ynes and their facile cycloaromatizations to α,3-didehydrotoluene biradicals having a triarylmethyl radical center
Liu, Bin,Wang, Kung K.,Petersen, Jeffrey L.
, p. 8503 - 8507 (2007/10/03)
The Horner reaction between enynyl aldehydes 12 and phosphinoxy carbanion 11 provided enyneallenes 14. Thermolysis (37-80°C) of 1,4-cyclohexadiene solutions of 14 gave 20 via α,3-didehydrotoluene biradicals 19 having a reactive aryl radical center and a stabilized triarylmethyl radical center. In the absence of 1,4-cyclohexadiene, 19e underwent intramolecular H-atom transfer between the proximal benzylic methyl group and the aryl radical center to give the more stable biradical 21, the ultimate precursor of 22.
