94333-14-9

Upstream product

• 95278-10-7 1,4-diphenylbicyclo<3.2.0>hept-2-ene 
• 138153-10-3 2,6-Diphenyltricyclo<4.1.0.0^2,7>heptan 
• 138153-09-0 7,7-Dibrom-1,exo-5-diphenylbicyclo<4.1.0>heptan 
• 21025-06-9 1,3-Diphenyl-1-cyclohexen 

Relevant academic research and scientific papers

Cycloreversion of Aryl-Substituted Cyclobutene by Direct Photolysis and Pulse Radiolysis

The cycloreversion of 1,5-diphenylbicyclohept-6-ene (1) to 1,4-diphenyl-1,3-cycloheptadiene (2) has been studied by direct photolysis and radiolysis.The γ-radiolysis of 1 in benzene gave 2 quantitatively up to a stationary state where the ratio of 1 to 2 is 0:100.However, no isomerization of 2 to 1 occurred.The triplet state of 2 (λmax=380-385 nm; τ=2.7-2.8 μs) was formed by pulse radiolysis of 1 in benzene.It has been found that cycloreversion proceeds by an adiabatic mechanism via the triplet state.On the other hand, the quantum yield for the formation of 2 by the irradiation of 254 nm light to 1 was determined to be 0.64 in hexane.The fluorescence spectra of 1 and 2 also indicated that diabatic cycloreversion occurred.The singlet and triplet energy values of 1, as well as those of 2, were estimated to be 102, 78, 75, and 40 kcal mol-1, respectively.The energy difference between the ground states of 1 and 2 was determined to be 20 kcal mol-1 from DSC measurements.

Cycloreversion of 1,4-Diphenylbicyclohept-2-ene via Triplet State. Evidence for Adiabatic Process on the Triplet Surface

The cycloreversion of 1,4-diphenylbicyclohept-2-ene (1) under triplet sensitization in benzene has been studied by γ-radiolysis and pulse radiolysis.It has been found that the cycloreversion of 1 to 1,4-diphenyl-1,3-cycloheptadiene proceeds by an adiabatic mechanism.

Cycloreversion of 1-(1-Naphthyl)-5-phenylbicyclo[3.2.0]hept-6-ene to 1-(1-Naphthyl)-4-phenyl-1,3-cycloheptadiene by Triplet Sensitization and Direct Irradiation

The cycloreversion of 1-(1-naphthyl)-5-phenylbicyclo[3.2.0]hept-6-ene (1b) to 1-(1-naphthyl)-4-phenyl-1,3-cycloheptadiene (2b) upon benzophenone (BP) sensitization and direct irradiation has been investigated. The triplet sensitization of 1b in benzene gave 2b quantitatively up to a stationary state where the quantum yield was 0.96. The triplet state of 2b (λmax =455 nm, τ=4.6 μs) was formed by the pulse radiolysis of 1b in benzene. It has been found that cycloreversion proceeds by an adiabatic mechanism via a triplet state. The quantum yield for the formation of 2b by the irradiation of 1b at 313 nm was determined to be 0.17 in hexane. The fluorescence spectra of 1b and 2b indicated that diabatic cycloreversion occurred via a singlet state. The singlet and triplet energies of 1b, as well as those of 2b, were estimated to be 88, 60, 72, and 39 kcal mol-1, respectively. The effect of a substitution of the naphthalene chromophore on bicyclo[3.2.0]hept-6-ene was estimated.

Preparation of Phenyl-Substituted Derivatives of Tricyclo2,7>heptane and 1,2,3,4-Tetrahydro-1,2,3-methenonaphthalene

The phenyl derivatives 3, 4, and 13 of tricyclo2,7>heptane (1) and 17, 20, and 22 of 1,2,3,4-tetrahydro-1,2,3-methenonaphthalene (2) have been prepared from the dibromocarbene adducts of 1-phenyl-1-cyclohexene, 3-phenyl-1-cyclohexene, 1