Ni(II)-Aroylhydrazone Complexes as Catalyst Precursors Towards Efficient Solvent-Free Nitroaldol Condensation Reaction

The aroylhydrazone Schiff bases 2-hydroxy-(2-hydroxybenzylidene)benzohydrazide and (2,3-dihydroxybenzylidene)-2-hydroxybenzohydrazide have been used to synthesize the bi- and tri-nuclear Ni(II) complexes [Ni2(L1)2(MeOH)4] (1) and [Ni3(HL2)2(CH3OH)8]· (NO3)2 (2). Both complexes have been characterized by elemental analysis, spectroscopic techniques [IR spectroscopy and electrospray ionization-mass spectrometry (ESI-MS)], and single-crystal X-ray crystallography. The coordination behavior of the two ligands is different in the complexes: The ligand exhibits the keto form in 2, while coordination through enol form was found in 1. Herein, the catalytic activity of 1 and 2 has been compared with the nitroaldol condensation reaction under various conditions. Complex 2 exhibits the highest activity towards solvent-free conditions.

Silver comes into play: Henry reaction and domino cycloisomerisation sequence catalysed by [Ag(i)(Pc-L)] complexes

The Ag(i) complexes of pyridine-containing ligands with an active pendant arm are new catalysts for an old reaction: the nitroaldol condensation. When the substrates are 2-alkynylarylaldehydes, a smart cascade cycloisomerisation process can occur.

Tandem copper (Cu) catalysed N-arylation–vinylogous nitroaldol condensation of 3,5-disubstituted 4-nitropyrazoles

A tandem process involving copper catalysed N-arylation and vinylogous nitroaldol condensation is described.