So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Coelho, Jaime A. S.; Trindade, Alexandre F.; Wanke, Riccardo; Rocha, Bruno G. M.; Veiros, Luis F.; Gois, Pedro M. P.; Pombeiro, Armando J. L.; Afonso, Carlos A. M. researched the compound: Dirhodium(II) tetrakis(caprolactam)( cas:138984-26-6 ).Electric Literature of C24H40N4O4Rh2.They published the article 《N-Heterocyclic Carbene Dirhodium(II) Complexes as Catalysts for Allylic and Benzylic Oxidations》 about this compound( cas:138984-26-6 ) in European Journal of Organic Chemistry. Keywords: azaheterocyclic carbene dirhodium complex catalyst allylic benzylic oxidation. We’ll tell you more about this compound (cas:138984-26-6).
The exptl. conditions (solvent, base, temperature and oxidant) for allylic and benzylic oxidation reactions catalyzed by dirhodium(II)/N-heterocyclic carbene (NHC) complexes were optimized for the first time in this work. The oxidations of cyclohexene and fluorene were used as model reactions. Two optimized exptl. conditions for both types of oxidations were found, which resulted in their ketone [aerobic conditions, 40 °C, 1 equivalent tBuOOH (TBHP)] or tert-Bu peroxide derivatives (anaerobic conditions, 25 °C, 2 equivalent TBHP). The dirhodium(II) complexes undergo a single-electron reversible oxidation by cyclic voltammetry in CH2Cl2, which is assigned to the Rh24+/Rh25+ redox couple at an oxidation potential that is lowered upon sequential axial coordination of further ligands to the Rh-Rh center. The oxidation potential is discussed in terms of the electron-donor character of the NHC ligand, which was shown to act as an effective electron-releaser to the Rh24+ center, and the electrochem. behavior is compared to the observed catalytic activity.
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