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John T. Barbas Michael E. Sigman† A. C. Buchanan III Eddie A. Chevis 《Photochemistry and photobiology》1993,58(2):155-158
Abstract— Photolysis of naphthalene on the surface of SiO2 under an atmosphere of air produces phthalic acid as the only major photoproduct, accounting for 49%o of the consumed naphthalene. Photolysis on Al2 O3 also produces phthalic acid, in 31% yield. Photolysis of 1 -methylnaphthalene on SiO2 proceeds under similar conditions to produce 2-acetylbenzoic acid (35%) as the major photoproduct with the production of a small amount of I-naphthaldchyde (6%). 1-Cyanonaphthalene does not photooxidize under similar conditions. The presence of oxygen is necessary for the photodecomposition of naphthalene and 1-methylnaphthalene to proceed. Superoxide formed from the photolysis of naphthalene at the SiO2 /air interface is readily observed by electron paramagnetic resonance spectroscopy. In the absence of naphthalene no superoxide is observed. A mechanism involving electron transfer from the S1 state of the naphthalene to O2 is proposed on the basis of these observations and related literature precedent. 相似文献
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