38385-44-3

Upstream product

• 103-30-0 (E)-1,2-diphenyl-ethene 
• 85-01-8 phenanthrene 
• 33510-35-9 bis(styryl)biphenyl 

Downstream Products

• 33510-35-9 bis(styryl)biphenyl 
• 38385-47-6 (1S,2R,2aR,10bS)-1,2-Diphenyl-1,2,2a,10b-tetrahydro-cyclobuta[l]phenanthrene 
• 103-30-0 (E)-1,2-diphenyl-ethene 
• 85-01-8 phenanthrene 
• 38385-45-4 4,9-Diphenyl-4,5,9,10-tetrahydropyren 

Relevant academic research and scientific papers

Electron-transfer-induced valence isomerization of 2,2′-distyrylbiphenyl

Upon chemical or electrochemical reduction, 2,2′-distyrylbiphenyl (1) rearranges into the "bis-benzylic" dianion, 32-, which can be either protonated to a 9,10-dibenzyl-9,10-dihydrophenanthrene or oxidatively coupled to a cyclobutane species. The mechanism of the electron-transfer-induced skeletal rearrangement is studied by product analysis and by cyclic voltammetry, and the results are compared with the outcome of the photolytic [2 + 2] cycloaddition.

ORIENTATION SELECTIVE BOND CLEAVAGE REACTIONS OF BIPHENYL-FUSED 1,2-DIPHENYLCYCLOBUTANES INITIATED BY ELECTRON TRANSFER1

Biphenyl-fused 1,2-diphenylcyclobutanes underwent orientation selective bond cleavage in the photosensitized reactions using DCA as a sensitizer or aminium cation radical catalyzed reactions.

Photochemistry of the Phenanthrene-Stilbene System. Cycloaddition and Singlet-Sensitized Isomerization

Photocycloaddition of phenanthrenes to stilbenes is a general and remarkably facile reaction.Two isomeric trans adducts often result with unsymmetrical phenanthrenes.The product with cis-stilbene and 9-cyanophenanthrene is the crowded cis,endo isomer.With 9-cyanophenanthrene and trans-stilbene, geometric isomerization occurs but only in a triplet process.With cis-stilbene, geometric isomerization results from the triplet, and both geometric and valence isomerizations can be induced by singlet 9-cyanophenanthrene.The reactivity of the stilbene isomers can be accounted for by an algorithm we have previously derived, as can the 20- to 30-fold enhancement of stylbenes over styrenes as a reactant in cycloaddition to phenanthrene.The possibility of singlet-sensitized valence isomerization as a mechanism for storage of solar energy is discussed.