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Unexpected chlorination of angularly annelated [2.2]paracyclophanes during DDQ oxidation
Authors:Lucio Minuti  Aldo Taticchi  Eszter Gacs-Baitz
Institution:a Dipartimento di Chimica, Università degli Studi di Perugia, via Elce di Sotto 8, 06123 Perugia, Italy
b Central Institute for Chemistry, Hungarian Academy of Sciences, PO Box 17, H-1525 Budapest, Hungary
Abstract:DDQ treatment of the Diels-Alder products 1 unexpectedly led to chloroderivatives 2. Chlorination did not occur during DDQ treatment of the fully aromatised compounds 3. These results point out that DDQ acted as an oxidant and source of chlorine.
Keywords:[2  2]Paracyclophanes  Oxidation  Chlorination
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