93961-39-8Relevant articles and documents
Grignard reagent dictated copper(I) phosphines catalyzed reductive coupling of diazo compounds: The chemistry beyond carbene generation
Kuzhalmozhi Madarasi, Packirisamy,Sivasankar, Chinnappan
, (2021/12/01)
Copper-dppf catalyzed reductive coupling of diazo compounds through terminal nitrogen is reported. However, copper catalysts are known to produce carbene from diazo compounds; the reaction conditions played an important role in the formation of diazine over carbene generation. Several control experiments have been conducted to understand the reaction mechanism and found that the formation of a copper–Mg heterobimetallic complex would be responsible for the observed reactivity pattern. The reaction produced diazine as a reductive coupling product along with biphenyl as a by-product. All the synthesized diazines have been characterized fully by using analytical and spectroscopic techniques.
Supramolecularly regulated copper-bisoxazoline catalysts for the efficient insertion of carbenoid species into hydroxyl bonds
Iniesta, Ester,Vidal-Ferran, Anton
, p. 6364 - 6367 (2020/06/21)
The catalytic insertion of copper carbenoids into O-H bonds affords synthetically useful α-alkyl/aryl-α-alkoxy/aryloxy derivatives. Herein, the design, preparation and application of supramolecularly regulated copper(i) complexes of bisoxazoline ligands is reported. We have demonstrated that the catalytic performance of these systems can be modulated by the use of an external molecule (i.e.the regulation agent), which interacts with a polyethyleneoxy chain on the ligand (i.e.the regulation site)viasupramolecular interactions. This approach has been applied to an array of structurally diverse alcohols (cycloalkyl, alkyl and aryl derivatives). Moreover, we have used this methodology to synthesise advanced synthetic intermediates of biologically relevant compounds.
Structure and reactivity in highly halogenated ketazines
Lai, Ellen C. K.,MacKay, Donald,Taylor, Nicholas J.,Watson, Kenneth N.
, p. 2839 - 2848 (2007/10/02)
The azines of acetophenone and its mono- and di-chlorinated derivatives show a bathochronic shift in the yellow region, but the azine of trichloroacetophenone is colorless.Similar trends are observed in the brominated analogs and in the chlorinated propiophenone azines.The colorless tetrachloropropiophenone azine (13) is shown by X-ray analysis to be nonplanar at the azine atoms (N-N torsion angle, 126.7 deg).Hexachloroacetophenone azine (9) undergoes displacement of all its chlorines with NaOMe to give the hexamethoxy compound 16, also colorless.With acid, 16 gives the yellow planar (X-ray) ketazine diester 20.These reactions appear to be general for the trichloromethyl group in azines, but not for the α,α-dichloroalkyl group, attempts at the sequence 13 to 28 proving unsuccessful.
