78808-36-3

Upstream product

• 1666-13-3 diphenyl diselenide 
• 91-13-4 α,α'-dibromo-o-xylene 
• 2179-79-5 phenyl selenocyanate 
• 23974-72-3 sodium phenylselenide 
• 140-88-5 ethyl acrylate 

Downstream Products

• 29811-05-0 1,2,3,4-tetrahydronaphthalene-2,3-dicarboxylic acid anhydride 
• 1666-13-3 diphenyl diselenide 
• 4968-91-6 spiro-(5,5)-2,3-benzo-6-methyleneundeca-7,9-diene 
• 694-87-1 benzocyclobutene 
• 32796-95-5 1,2-dimethylenebenzene 
• 1459-16-1 cis-3a,4,9,9a-tetrahydronaphtho<2,3-c>furan-1,3-dione 
• 35951-68-9 1,3-dihydro-2-benzoselenophene 
• 120-12-7 anthracene 
• 613-31-0 9,10-dihydroanthracene 
• 13728-34-2 dimethyl 2,3-naphthalenedicarboxylate 
• 56306-55-9 1,4-Dihydro-naphthalene-2,3-dicarboxylic acid dimethyl ester 
• 78239-35-7 1,2,3,4-Tetrahydro-naphthalin-2,3-dicarbonsaeure-dimethylester 

Relevant academic research and scientific papers

Half-sandwich rhodium/iridium(III) complexes designed with Cp* and 1,2-bis(phenylchalcogenomethyl)benzene as catalysts for transfer hydrogenation in glycerol

The reactions of 1,2-bis(phenylthiomethyl)benzene(L1) and 1,2-bis(phenylselenomethyl)benzene(L2) with [(η5-Cp*) MCl(μ-Cl)]2 (M = Rh or Ir) at room temperature, followed by treatment with NH4PF6 have resulted in

o-Quinodimethane Generation from α,α'-Dihalo-o-xylenes by Use of Sodium Benzenetellurolate

Treatment of α,α'-dihalo-o-xylenes with sodium benzenetellurolate gave o-quinodimethane which readily reacted with dienophiles leading to Diels-Alder adducts.The best yields were obtained when the reaction was carried out in refluxing ethanol using two molar equivalents of the benzenetellurolate to α,α'-dihalo-o-xylenes.This reaction competes with substitution of the halogen atoms with the benzenetellurolate anion to afford α,α'-bis(phenyltelluro)-o-xylene, which did not give o-quinodimethane under identical conditions.It is likely that the reaction proceeds through nucleophilic attack of benzenetellurolate anion at the tellurium atom of α-halo-α'-phenyltelluro-o-xylene which is formed in situ by the substitution of one of the halogen atoms of the starting α,α'-dihalo-o-xylene with the benzenetellurolate anion.When sodium benzeneselenolate was employed, no evidence of o-quinodimethane formation was observed under similar conditions.

Flash Pyrolysis of Selenides. Syntheses of Bibenzyls, Olefins, and Related Compounds

Pyrolyses of a series of selenides and diselenides were studied. Selenides and diselenides bound with an active methylene group like benzyl gave a variety of substituted bibenzyls and related ethane derivatives in high yields. Other diselenides were easily caused to cleave to give various aromatic and aliphatic olefins in good yields together with elemental selenium. Lepidopterene, paracyclophane, and benzocyclobutene were prepared by thermal cleavage of their corresponding phenylselenomethyl-substituted compounds as an application of the pyrolysis concerned.