74401-25-5

Upstream product

• 25456-57-9 cis,syn-cyclobutadiindene 
• 15241-23-3 (Z)-nitrostyrene 
• 5153-67-3 nitrostyrene 
• 95-13-6 1-indene 
• 3582-45-4 2,2-diphenyl-1,1a,2,2a-tetrahydro-7H-cyclobutinden-1-one 
• 7099-25-4 (4bR*,4cR*,9aR*,9bR*)-4b,4c,9,9a,9b,10-hexahydrocyclobuta[1,2-a:4,3-a']diindene 
• 74401-23-3 endo-1-hydroxy-2,2-diphenyl-1,1a,2,2a-tetrahydro-7H-cyclobutindene 
• 74401-24-4 endo-1-hydroxy-exo-1-methyl-2,2-diphenyl-1,1a,2,2a-tetrahydro-7H-cyclobutindene 

Downstream Products

• 95-13-6 1-indene 
• 72261-57-5 endo-2-phenyl-1,1a,2,2a-tetrahydro-7H-cyclobutindene 
• 138089-68-6 2-phenyl-1a,2a-dihydro-7H-cyclobutindene 
• 100-42-5 styrene 

Relevant academic research and scientific papers

Intermolecular [2+2] Photocycloaddition of β-Nitrostyrenes to Olefins upon Irradiation with Visible Light

The title compounds were found to undergo a [2+2] photocycloaddition with olefins at λ = 419 nm in CH 2 Cl 2 as the solvent. The resulting cyclobutanes were isolated in yields of 32-87% (11 examples) and showed a defined relative configuration at C1/C4 in the major diastereoisomer (nitro and aryl trans). The analysis of side products and triplet sensitization experiments support a mechanistic scenario in which a 1,4-diradical is formed as a key intermediate.

Redox-Photosensitized Reactions. 5. Redox-Photosensitized Ring Cleavage of 1,1a,2,2a-Tetrahydro-7H-cyclobutindene Derivatives: Mechanism and Structure-Reactivity Relationship

The mechanistic aspects of the redox-photosensitized chain cycloreversion of trans,syn-indene dimer 1 have been investigated in detail.The ? complex of 1 with the cation radical of phenanthrene (and selected other aromatic hydrocarbons) that is generated by photochemical electron transfer with p-dicyanobenzene has been shown to be a key intermediate by way of which the cycloreversion of 1 rapidly occurs without the formation of its cation radical; the rate constant for the cycloreversion has been determined to be 1*109 s-1.Redox photosensitization has been applied to the other related compounds and it has been found that the cyclobutanes which can undergo redox-photosensitized ring cleavage possess the phenyl group at C2.The importance of through-bond interactions between the two ?-electron system is discussed.