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Triplet oxygen, 3 O 2, refers to the S = 1 electronic ground state of molecular oxygen (dioxygen). Molecules of triplet oxygen contain two unpaired electrons, making triplet oxygen an unusual example of a stable and commonly encountered diradical : [ 2 ] it is more stable as a triplet than a singlet .
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]
The Schenck ene reaction is an example of a Type II photooxygenation. 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 ...
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.
The triplet state has total spin quantum number S=1 and is paramagnetic. [5] Therefore, diradical species display a triplet state when the two electrons are unpaired and display the same spin. When the unpaired electrons with opposite spin are antiferromagnetically coupled, diradical species can display a singlet state (S=0) and be diamagnetic. [6]
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.
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 ...
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 .