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Title: Reaction of indanocyclone with 3,4,3',4'-tetradehydrobiphenyl(bisbenzyne)
Authors: Mallakpour, Shadpour E
Gharehdaghi, Ramin G
Issue Date: Jun-2001
Publisher: NISCAIR-CSIR, India
Abstract: Diphenyl-4,4'- bis-diazonium-3,3'-dicarboxylate has been prepared from diazotization reaction of 3,3'-dicarboxy-4,4'diaminobiphenyl 4 with isoamylnitrite under aprotic conditions. Thermal decomposition in situ of this diazonium salt in 1,1,2- trichloroethane as a solvent yields 3,4,3',4'-tetradehydrobiphenyl 5 as a reactive intermediate. This reactive intermediate has been trapped with indanocyclone via a [4+2] Diels-Alder cycloaddition reaction. Three isomeric products are formed after loss of carbon monoxide which have been isolated by praparitive TLC. Although these novel polycyclic aromatic hydrocarbons (PAH·s) have similar (IR,1H NMR, mass) spectra and elemental analysis, but they have different Rf values. Three different structures have been proposed for these novel compounds.
Page(s): 465-469
ISSN: 0975-0983(Online); 0376-4699(Print)
Appears in Collections:IJC-B Vol.40B(06) [June 2001]

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