Rearrangement and co-ordination of 1-[(4-methylphenyl)- sulfonamido]-2-[1-(2-pyridylmethylidene)amino]benzene

New Journal of Chemistry Pub Date: 2000-01-04 DOI: 10.1039/A907731F

Abstract

Two different compounds, L1 {3-[ethoxy(2-pyridyl)methyl]-1-[(4-methylphenyl)sulfonyl]-2-(2-pyridyl)-2,3-dihydro-1H-benzo[d]imidazole} and L2 {1-[(4-methylphenyl)sulfonyl]-2-(2-pyridyl)-2,3-dihydro-1H-benzo[d]imidazole} have been synthesised by the reaction of 2-pyridinecarboxaldehyde with N-tosyl-1,2-diaminobenzene. L1 was crystallographically characterised. The interaction of L1 with a nickel centre was checked. Electrochemical interaction of Ni with L1 and N-(2-hydroxyphenyl)salicylidenimine (H2L4) produces NiL1L4·2H2O 1. Its recrystallisation in dichloromethane leads to the isolation of single crystals of NiL32·0.75H2O 2 (HL3=1-[(4-methylphenyl)sulfonamido]-2-[1-(2-pyridylmethylidene)amino]benzene), where L1 underwent a rearrangement. In the reaction of L1 with Ni and p-toluenesulfonic acid in an electrochemical cell, complex 2 is isolated as the bulk product. Nickel complexes have been characterised by elemental analysis, IR spectroscopy and magnetic measurements. The molecular structure of 2 has been determined by single X-ray diffraction studies.

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