1623-23-0Relevant articles and documents
Photocatalytic Aerobic Phosphatation of Alkenes
Depken, Christian,Kr?tzschmar, Felix,Rieger, Rene,Rode, Katharina,Breder, Alexander
supporting information, p. 2459 - 2463 (2018/01/27)
A catalytic regime for the direct phosphatation of simple, non-polarized alkenes has been devised that is based on using ordinary, non-activated phosphoric acid diesters as the phosphate source and O2 as the terminal oxidant. The title method enables the direct and highly economic construction of a diverse range of allylic phosphate esters. From a conceptual viewpoint, the aerobic phosphatation is entirely complementary to traditional methods for phosphate ester formation, which predominantly rely on the use of prefunctionalized or preactivated reactants, such as alcohols and phosphoryl halides. The title transformation is enabled by the interplay of a photoredox and a selenium π-acid catalyst and involves a sequence of single-electron-transfer processes.
Reactivity of an electrophilic hypervalent iodine trifluoromethylation reagent with hydrogen phosphates - A mechanistic study
Santschi, Nico,Geissbühler, Patrik,Togni, Antonio
experimental part, p. 83 - 86 (2012/03/27)
The electrophilic trifluoromethylation of hydrogen phosphates with the reagent trifluoromethyl-1,3-dihydro-3,3-dimethyl-1,2-benziodoxole (1) was studied by means of initial rates determined for pseudo first order setups and subsequent Taft analysis of the calculated relative rates. A positive polar sensitivity factor, indicative of a negative charge forming during the rate-determining step, was found for the whole data set.