55720-25-7Relevant articles and documents
Flash Vacuum Pyrolysis of Phenanthrene-3,4-dicarboxylic Anhydride and Cyclobutaphenanthrene-1,2-dione: Products of Ring Contraction, Insertion and Ring Cleavage
Adeney, Michael,Brown, Roger F. C.,Coulston, Karen J.,Eastwood, Frank W.,James, Ian W.
, p. 967 - 980 (2007/10/02)
Flash vacuum pyrolysis of phenanthrene-3,4-dicarboxylic anhydride and cyclobutaphenanthrene-1,2-dione (860-70 degree/0.02-0.04 mm) gave a pyrolysate containing 1-ethynylacenaphthylene, 3-ethynylacenaphthylene and phenanthrene.The identity of the two ethynes was confirmed by synthesis.The results are interpreted in terms of a reaction sequence involving aryne formation, ring contraction, carbene insertion and ring cleavage of a highly strained intermediate.