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A Ruthenium(II)–Copper(II) Dyad for the Photocatalytic Oxygenation of Organic Substrates Mediated by Dioxygen Activation
Author(s) -
Iali Wissam,
Lanoe PierreHenri,
Torelli Stéphane,
Jouvenot Damien,
Loiseau Frédérique,
Lebrun Colette,
Hamelin Olivier,
Ménage Stéphane
Publication year - 2015
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.201501180
Subject(s) - chemistry , photochemistry , moiety , catalysis , ruthenium , oxidizing agent , copper , redox , photosensitizer , phosphine , electron transfer , alkene , combinatorial chemistry , inorganic chemistry , stereochemistry , organic chemistry
Dioxygen activation by copper complexes is a valuable method to achieve oxidation reactions for sustainable chemistry. The development of a catalytic system requires regeneration of the Cu I active redox state from Cu II . This is usually achieved using extra reducers that can compete with the Cu II (O 2 ) oxidizing species, causing a loss of efficiency. An alternative would consist of using a photosensitizer to control the reduction process. Association of a Ru II photosensitizing subunit with a Cu II pre‐catalytic moiety assembled within a unique entity is shown to fulfill these requirements. In presence of a sacrificial electron donor and light, electron transfer occurs from the Ru II center to Cu II . In presence of dioxygen, this dyad proved to be efficient for sulfide, phosphine, and alkene catalytic oxygenation. Mechanistic investigations gave evidence about a predominant 3 O 2 activation pathway by the Cu I moiety.