55346-91-3Relevant academic research and scientific papers
Synthesis of nitropolychlorinated dibenzo-p-dioxins (NPCDDs) and their photochemical reaction with nucleophiles
Merica, Simona G.,Bunce, Nigel J.
, p. 826 - 834 (2007/10/03)
A series nitropolychlorodibenzo-p-dioxins (NPCDDs) was synthesized by condensation between catechols and 2,6-dinitrochalobenzene derivatives.In the presence of sodium ethoxide in anhydrous ethanol, these underwent photochemical SN2Ar* substitutions meta to the nitro group in high chemical yield and moderate quantum yield.Both ring-opening and chloride replacement reactions were observed.The reactions involved the triplet excited state of the NPCDD, and showed a linear relationship between Φ-1 and -1.Analogous reactions with KCN in methanol showed similar behaviour, but the products could not be isolated.Key words: photosubstitution, SN2Ar*, dibenzo-p-dioxins.
