15480-52-1Relevant articles and documents
Scherf,Brown
, p. 697,710 (1960)
Manganese-Catalyzed Synthesis of Quaternary Peroxides: Application in Catalytic Deperoxidation and Rearrangement Reactions
Chaudhari, Moreshwar B.,Gnanaprakasam, Boopathy,Shaikh, Moseen A.,Ubale, Akash S.
, p. 10488 - 10503 (2020/09/23)
Highly efficient, selective, and direct C-H peroxidation of 9-substituted fluorenes has been achieved using a Mn-2,2′-bipyridine catalyst via radical-radical cross-coupling. Moreover, this method effectively promotes the vicinal bisperoxidation of sterically hindered various substituted arylidene-9H-fluorene/arylideneindolin-2-one derivatives to afford highly substituted bisperoxides with high selectivity over the oxidative cleavage of Ca C bond that usually forms the ketone of an aldehyde. Furthermore, a new approach for the synthesis of (Z)-6-benzylidene-6H-benzo[c]chromene has been achieved via an acid-catalyzed skeletal rearrangement of these peroxides. For the first time, unlike O-O bond cleavage, reductive C-O bond cleavage in peroxides using the Pd catalyst and H2 is described, which enables the reversible reaction to afford exclusively deperoxidized products. A detailed mechanism for peroxidation, molecular rearrangement, and deperoxidation has been proposed with preliminary experimental evidences.
