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An Efficient Synthesis of Dibenzo[a,l]tetracene and Dibenzo[a,j]tetracene and Their Identification in a Coal Tar Extract
Published
Author(s)
Srinivasa Ramisetti, Jorge O. Ona Ruales, Stephen Wise, Shantu Amin, Arun Sharma
Abstract
An efficient synthesis of dibenzo[a,l]tetracene (1) and dibenzo[a,j]tetracene (2) has been developed using Diels-Alder reaction of in situ generated ortho-quinodimethane with phenanthrene-1,4-dione, followed by reductive aromatization as key steps. This synthetic strategy resulted in good overall yield and the mixture of 1 and 2 is easily separable by reversed-phase liquid chromatography (RP-LC). Compounds 1 and 2 were identified in a complex mixture of polycyclic aromatic hydrocarbons from coal tar (Standard Reference Material 1597a)and thus could be potential environmental hazards.
Ramisetti, S.
, Ona Ruales, J.
, Wise, S.
, Amin, S.
and Sharma, A.
(2017),
An Efficient Synthesis of Dibenzo[a,l]tetracene and Dibenzo[a,j]tetracene and Their Identification in a Coal Tar Extract, Polycyclic Aromatic Compounds, [online], https://doi.org/10.1080/10406638.2017.1362013
(Accessed October 9, 2025)