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DOI:
10.1055/sos-SD-045-00477
Iyoda, M., Science of Synthesis, (2010) 45, 508.
Aromatic and nucleophilic substitution reactions are useful methods for the synthesis of [3]radialenes, although the two reactions proceed via quite different mechanistic pathways. Using aromatic substitution reactions, [3]radialenes 8 containing quinonoid systems can be synthesized (Scheme 3), while hexacyano-, hexakis(methoxycarbonyl)-, and hexaaryl[3]radialenes 11 are synthesized by the reaction of tetrachlorocyclopropene (9) with carbanions 10 derived from active methylene compounds (Scheme 4).
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