1706-12-3Relevant articles and documents
Oxidation of m-Phenoxytoluene with Ceric Trifluoroacetate
Marrocco, Matt,Brilmyer, George
, p. 1487 - 1491 (1983)
Ceric trifluoroacetate in aqueous trifluoroacetic acid has been found to be especially effective for the oxidation of activated toluenes to the corresponding aldehydes.Ceric ion is consumed in stoichiometric amounts but can be regenerated electrochemically at high current efficiencies (95 percent).A detailed study of the oxidation of m-phenoxytoluene to m-phenoxybenzaldehyde is presented.A study of the reaction mechanism, which involves both cations and radical cations, led to a choise of cosolvents which stabilize these intermediates and thus increase the yield of aldehyde formation.
Synthesis and characterization of nano-cellulose immobilized phenanthroline-copper (I) complex as a recyclable and efficient catalyst for preparation of diaryl ethers, N-aryl amides and N-aryl heterocycles
Aghili, Nora,Hosseinzadeh, Rahman,Mavvaji, Mohammad
, (2022/01/03)
Functionalized nanocellulose was prepared and employed for immobilization of phenanthroline-copper(I) complex to afford cellulose nanofibril grafted heterogeneous copper catalyst [CNF-phen-Cu(I)]. This nanocatalyst was well characterized using FT-IR, NMR, XRD, CHNS, AAS, TGA, EDX and SEM. The activities of the synthesized catalyst were examined in the synthesis of diaryl ethers via C-O cross-coupling of phenols and aryl iodides, as well as, the preparation of N-aryl amides and N-aryl heterocycles through C-N cross-coupling of amides and N-H heterocycle compounds with aryl halides. In this trend, various substrates containing electron-donating and electron-withdrawing groups were exploited to evaluate the generality of this catalytic protocol. Accordingly, the catalyst demonstrated remarkable catalytic efficiency for both C-N and C-O cross-coupling reactions, thereby resulting in good to excellent yields of the desired products. Furthermore, the recoverability experiments of the catalyst showed that it can be readily retrieved by simple filtration and successfully reused several times with negligible loss of its catalytic activity.
Solvent-free palladium-catalyzed C–O cross-coupling of aryl bromides with phenols
Asachenko, Andrey F.,Bogachev, Vasilii N.,Cherkashchenko, Ilia R.,Lavrov, Konstantin V.,Minaeva, Lidiya I.,Nechaev, Mikhail S.,Rzhevskiy, Sergey A.,Sterligov, Grigorii K.,Topchiy, Maxim A.
, p. 409 - 411 (2021/06/07)
A new solvent-free procedure for C–O cross-coupling between phenols and aryl bromides comprising of Pd2(dba)3/ButBrettPhos catalytic system is efficient for substrates bearing donor or acceptor, as well as bulky substituents.