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Conservation of spin quantum number would require a triplet transition state in a reaction of triplet oxygen with a closed shell (a molecule in a singlet state). The extra energy required is sufficient to prevent direct reaction at ambient temperatures with all but the most reactive substrates, e.g. white phosphorus. At higher temperatures or ...
The excited, triplet state photosensitizer then reacts with a substrate molecule which is not molecular oxygen to both form a product and reform the photosensitizer. Type I photosensitized reactions result in the photosensitizer being quenched by a different chemical substrate than molecular oxygen. [2] [16]
A photooxygenation is a light-induced oxidation reaction in which molecular oxygen is incorporated into the product(s). [1] [2] Initial research interest in photooxygenation reactions arose from Oscar Raab's observations in 1900 that the combination of light, oxygen and photosensitizers is highly toxic to cells. [3]
Peroxynitrite (ONO − 2) results from the reaction of superoxide and nitric oxide. Singlet oxygen (1 O 2) is sometimes included as an ROS. Photosensitizers such as chlorophyll may convert triplet (3 O 2) to singlet oxygen: [6] Singlet oxygen is highly reactive with unsaturated organic compounds.
Reactions between triplet and singlet molecules are forbidden by quantum mechanics, making oxygen relatively non-reactive at physiological conditions. A photosensitizer is a chemical compound that can be promoted to an excited state upon absorption of light and undergo intersystem crossing (ISC) with oxygen to produce singlet oxygen .
Singlet oxygen is the common name used for the two metastable states of molecular oxygen (O 2) with higher energy than the ground state triplet oxygen. Because of the differences in their electron shells, singlet oxygen has different chemical and physical properties than triplet oxygen, including absorbing and emitting light at different ...
The Schenck ene reaction or the Schenk reaction is the reaction of singlet oxygen with alkenes to yield hydroperoxides. The hydroperoxides can be reduced to allylic alcohols or eliminate to form unsaturated carbonyl compounds. It is a type II photooxygenation reaction, and is discovered in 1944 by Günther Otto Schenck. [1]
Irradiation of oxygen gas in the presence of an organic dye as a sensitizer, such as rose bengal, methylene blue, or porphyrins—a photochemical method—results in its production. [19] [9] Large steady state concentrations of singlet oxygen are reported from the reaction of triplet excited state pyruvic acid with dissolved oxygen in water. [20]