Formation of a macrocycle from dichlorodimethylsilane and a pyridoxalimine Schiff base ligand

Abstract

The reaction of dichlorodimethylsilane with a polydentate Schiff base ligand derived from pyridoxal and 2-ethanolamine yielded the macrocyclic silicon compound (8E,22E)-4,4,12,18,18,26-hexamethyl-3,5,17,19-tetraoxa-8,13,22,27-tetraaza-4,18-disilatricyclo[22.4.0.010,15]octacosa-1(24),8,10,12,14,22,25,27-octaene-11,25-diol, C24H36N4O6Si2. The asymmetric unit contains the half macrocycle with an intramolecular O—H...N hydrogen bond between the imine nitrogen atom and a neighbouring oxygen atom. The crystal structure is dominated by C—H...O and C—H...π interactions, which form a high ordered molecular network.

Keywords

• crystal structure
• organosiloxane
• pyridoxal
• schiff base
• macrocycle