Carrera, Elisa I. published the artcileA Mechanistic Study of Halogen Addition and Photoelimination from π-Conjugated Tellurophenes, Application In Synthesis of 594-81-0, the publication is Journal of the American Chemical Society (2016), 138(8), 2678-2689, database is CAplus and MEDLINE.
The ability to drive reactivity using visible light is of importance for many disciplines of chem. and has significant implications for sustainable chem. Identifying photochem. active compounds and understanding photochem. mechanisms is important for the development of useful materials for synthesis and catalysis. Here we report a series of photoactive diphenyltellurophene compounds bearing electron-withdrawing and electron-donating substituents synthesized by alkyne coupling/ring closing or palladium-catalyzed ipso-arylation chem. The redox chem. of these compounds was studied with respect to oxidative addition and photoelimination of bromine, which is of importance for energy storage reactions involving X2. The oxidative addition reaction mechanism was studied using d. functional theory, the results of which support a three-step mechanism involving the formation of an initial η1 association complex, a monobrominated intermediate, and finally the dibrominated product. All of the tellurophene derivatives undergo photoreduction using 430, 447, or 617 nm light depending on the absorption properties of the compound Compounds bearing electron-withdrawing substituents have the highest photochem. quantum efficiencies in the presence of an alkene trap, with efficiencies of up to 42.4% for a pentafluorophenyl-functionalized tellurophene. The photoelimination reaction was studied in detail through bromine trapping experiments and laser flash photolysis, and a mechanism is proposed. The photoreaction, which occurs by release of bromine radicals, is competitive with intersystem crossing to the triplet state of the brominated species, as evidenced by the formation of singlet oxygen. These findings should be useful for the design of new photochem. active compounds supported by main-group elements.
Journal of the American Chemical Society published new progress about 594-81-0. 594-81-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 2,3-Dibromo-2,3-dimethylbutane, and the molecular formula is C6H12Br2, Application In Synthesis of 594-81-0.
Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary