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Evidence for singlet oxygen in the air oxidation of surface adsorbed 2,5‐diphenylfuran
Author(s) -
Slawson Vida,
Adamson Arthur W.,
Stein Robert A.
Publication year - 1978
Publication title -
lipids
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.601
H-Index - 120
eISSN - 1558-9307
pISSN - 0024-4201
DOI - 10.1007/bf02533254
Subject(s) - singlet oxygen , photochemistry , adsorption , chemistry , catalysis , oxygen , singlet state , reactivity (psychology) , acetone , scavenger , reaction mechanism , titanium dioxide , inorganic chemistry , organic chemistry , radical , materials science , medicine , physics , alternative medicine , pathology , nuclear physics , excited state , metallurgy
Heating 2,5‐diphenylfuran on a silicon or titanium dioxide surface results in its conversion to cis ‐dibenzoylethylene. This is considered an indication of singlet oxygen intermediacy. No significant reaction occurs with the solid or in solvents other than acetone. A singlet oxygen quencher inhibits the reaction, and a free radical scavenger has little effect. The differences between the surface reaction and lack of reactivity in solution may arise from several causes. These include local forces involved in adsorption, topographical and geometric effects, and metal catalysis. Knowledge of factors influencing singlet oxygen formation under nonphotochemical conditions has potential practical application.