201982-68-5Relevant academic research and scientific papers
Photochemistry of Diaryl Vicinal Tetraketones and Chemistry of Intermediate (Aroyloxy)arylketenes
Rubin, Mordecai B.,Etinger, Marina,Kapon, Moshe,Krochmal Jr., Eric C.,Monosov, Raisa,Wierlacher, Stephan,Sander, Wolfram
, p. 480 - 488 (2007/10/03)
Photolysis of diaryl vic-tetraketones results in formation of tricyclic-γ-lactones 3 and 4 with low quantum but high chemical yield. (Aroyloxy)arylketenes and carbon monoxide are the initial photochemical products of these photolyses. Subsequent reaction of ketene with ground-state tetraketone results in formation of the observed photoproducts via intermediate β-lactones. The latter are formed with a high degree of stereoselectivity. The failure of a cyclic tetraketone to react is attributed to its inability to undergo the cyclic mechanism proposed for formation of ketenes from tetraketones. Dimesityl and di-tert-butyl tetraketones react by a competing intramolecular hydrogen atom transfer mechanism. Dimerization of (benzoyloxy)phenylketene and its reactions with a number of tetraketones are described.
