Premium
Photocatalytic Aerobic Phosphatation of Alkenes
Author(s) -
Depken Christian,
Krätzschmar Felix,
Rieger Rene,
Rode Katharina,
Breder Alexander
Publication year - 2018
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201711599
Subject(s) - photocatalysis , environmental chemistry , chemistry , chemical engineering , environmental science , organic chemistry , engineering , catalysis
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 O 2 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.