38382-55-7Relevant academic research and scientific papers
Generation of 6-methylene-2,4-cyclohexadienylideneketene by flash photolysis of benzocyclobutenone in aqueous solution and study of the reactions of this ketene in that medium
Chiang,Kresge,Zhan
, p. 607 - 611 (2003)
Flash photolysis of benzocyclobutenone in aqueous solution produced a transient species with a microsecond lifetime whose rates of decay were measured in perchloric acid, sodium hydroxide, and buffer solutions over the acidity range [H+] 1 × 10-13 - 100 M. This produced a rate profile, isotope effects, and buffer behaviour typical of ketene reactions, and that, together with product identification, served to identify this transient as 6-methylene-2,4-cyclohexadienylideneketene, formed by electrocyclic opening of the four-membered ring of benzocyclobutenone. Comparison of rates of reaction of this ketene with those of its saturated analog, pentamethyleneketene, produced some expected as well as some unexpected results.
THERMAL ADDITION REACTIONS TO BENZOCYCLOBUTENONES STUDIED BY FLASH PHOTOLYSIS
Schiess, P.,Eberle, M.,Huys-Francotte, M.,Wirz, J.
, p. 2201 - 2204 (2007/10/02)
Ortho-quinoid vinylketenes 2 have been generated thruogh flash photolysis of benzocyclobutenones 1.A kinetic study of intermolecular addition reactions of 2 competing with the recyclization 2 -> 1 reveals strikingly different substituent effects for the addition of methanol and of dienophiles.
