1-[(2-Anilinoethyl)iminiomethyl]-2-naphtholate

Abstract

The title Schiff base compound, C19H18N2O, was prepared by the reaction of equimolar quanti­ties of 2-hydr­oxy-1-naphthaldehyde with N-phenyl­ethane-1,2-diamine in a methanol solution. The mol­ecule adopts a zwitterionic conformation with the naphthyl OH group deprotonated and the imine N atom protonated. An intra­molecular N—H⋯O hydrogen bond forms between them. The dihedral angle between the benzene ring and the naphthyl system is 86.9 (2)°. In the crystal structure, mol­ecules are linked through inter­molecular N—H⋯O hydrogen bonds, forming chains running along the b axis.

Synthesis and characterization of Ni (II) complexes supported by phenoxy/naphthoxy‐imine ligands with pendant N‐ and O‐donor groups and their use in ethylene oligomerization

“…Pro‐ligand 1f was prepared using a modification of the literature method . To a stirred solution containing 2‐hydroxy‐1‐naphthaldehyde (1.45 g, 8.43 mmol) in ethanol (75 ml), a solution of N‐phenylethylenediamine (1.15 g, 8.43 mmol) in ethanol (40 ml) was added.…”

“…Pro-ligand 1f was prepared using a modification of the literature method. [87] To a stirred solution containing 2-hydroxy-1-naphthaldehyde (1.45 g, 8.43 mmol) in CHART 1 Examples of nickel complexes based on phenoxy-imine ligands applied in ethylene oligomerization ethanol (75 ml), a solution of N-phenylethylenediamine (1.15 g, 8.43 mmol) in ethanol (40 ml) was added. The reaction mixture was stirred for 24 h at 65°C.…”