57969-60-5

Upstream product

• 5660-91-3 1,3-diphenyl-2H-cyclopenta<1>phenanthren-2-one 
• 121-46-0 bicyclo[2.2.1]hepta-2,5-diene 

Downstream Products

• 57969-64-9 9,12-diphenyl-triphenylene 
• 105106-37-4 9,14-Carbonyl-9,14-diphenyl-9,9a,10,11,12,13,13a,14-octahydro-10,13-methanodibenzanthracen 

Relevant academic research and scientific papers

Frontier-Controlled Cycloaddition Reactions of Phencyclone with Electron-Rich Dienophiles via Charge-Transfer Complexes: Kinetic Study and Its Mechanistic Aspects

Quantitative spectroscopic evidence indicates that phencyclone (2-oxo-1,3-diphenyl-2H-cyclopentaphenanthrene, 1a) forms a charge-transfer complex with dienophiles involving medium-membered-ring unsaturated compounds.Analysis of the second-order rate constants for the cycloaddition in 1a with the dienophiles shows that there is a decrease in the apparent rate constants with increased concentration of the dienophiles.These data can be interpreted as evidence for the presence of a charge-transfer complex in the reaction mixture.It appears likely that the cycloaddition of 1a with good donor molecules proceeds via charge-transfer complexes, and the charge-transfer complexation plays an important role in determining both the regiochemistry and the stereochemistry of the adducts.