184155-05-3

Upstream product

• 7608-18-6 phenylethynyl diphenylphosphine oxide 
• 100-58-3 phenylmagnesium bromide 
• 536-74-3 phenylacetylene 
• 1079-66-9 chloro-diphenylphosphine 
• 7608-17-5 2-diphenylphosphino-1-phenylethyne 

Downstream Products

• 184155-12-2 1,1-diphenyl-3-[2-(phenylethynyl)-1-cyclopentenyl]-1,2-propadiene 
• 184155-10-0 1,1-diphenyl-3-[2-(1-hexynyl)-1-cyclopentenyl]-1,2-propadiene 
• 64075-43-0 5,10,11-triphenyl-11H-benzofluorene 
• 221458-79-3 9-(diphenylvinylidene)-1-(phenylethynyl)-9H-fluorene 
• 25914-44-7 5,10-diphenyl-11H-benzofluorene 
• 184155-13-3 1,1-diphenyl-3-{[2-(2-methylphenyl)ethynyl]-1-cyclopentenyl}-1,2-propadiene 
• 184155-11-1 1,1-diphenyl-3-[2-(3-methyl-3-buten-1-ynyl)-1-cyclopentenyl]-1,2-propadiene 
• 184155-09-7 [2-(3,3-Diphenyl-propa-1,2-dienyl)-cyclopent-1-enylethynyl]-trimethyl-silane 

Relevant 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

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.