82120-28-3Relevant academic research and scientific papers
Reaction of Polycyclic Aromatic Hydrocarbons with Ozone. Linear Free-Energy Relationships and Tests of Likely Rate-Determining Steps Using Simple Molecular Orbital Correlations
Pryor, William A.,Gleicher, Gerald J.,Church, Daniel F.
, p. 4198 - 4202 (2007/10/02)
Nine unsubstituted, polycyclic aromatic hydrocarbons were allowed to react with ozone at 25 deg C, and relative rate constants were obtained by direct competitive techniques.The rate constants show a large variation with substrate structure, with nearly three powers of ten difference between the least reactive (benzene) and most reactive (anthracene, perylene) compounds studied.Linear free-energy relationships between the rate data and calculated molecular orbital parameters have been obtained.The optimum correlations are found for models based on rate-determining ?-complex or ?-complex formation rather than simultaneous addition of ozone to two carbon atoms.Electrophilic attack by ozone to yield a ?-complex also appears to be the rate-determining step based on the results obtained for changes in selectivity with variation of solvents.
SYNTHESIS OF NON-K-REGION ORTHO-QUINONES OF POLYCYCLIC AROMATIC HYDROCARBONS FROM CYCLIC KETONES
Platt, Karl L.,Oesch, Franz
, p. 163 - 166 (2007/10/02)
Non-K-region o-quinones of polycyclic aromatic hydrocarbons are prepared in four steps from cyclic ketones via dehydrogenation of tetrahydrodiols with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone.
