Copper(II) arylhydrazone complexes as catalysts for C[sbnd]H activation in the Henry reaction in water
- Ma Z.
- Gurbanov A.V.
- Maharramov A.M.
- Guseinov F.I.
- Kopylovich M.N.
- Zubkov F.I.
- Mahmudov K.T.
- Pombeiro A.J.L.
DOIAbstract
Three new water-soluble copper(II) complexes [Cu(HL)(H2O){(CH3)2NCHO}] (1), [Cu(H2L)2(im)4]·CH3OH (2) and [Cu(HL)(CH3OH)]2(μ2-py) (3) were synthesized from copper(II) nitrate and sodium (Z)-2-(2-(1,3-dioxo-1-(phenylamino)butan-2-ylidene)hydrazinyl)benzene-sulfonate (NaH2L), in the absence (for 1) and presence of imidazole (im) (for 2) or pyrazine (py) (for 3), and fully characterized. The complexes 1–3 have been tested as stereoselective C[sbnd]H activating catalysts for the model nitroaldol (Henry) condensation of nitroethane with various aldehydes in water. 1 was the most active catalyst affording 64−87% yields with syn/anti diasteroselectivities up to 77:23. © 201
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