Abstract

A chromogenic trefoil-shaped salicylaldehyde azine derivative displayed solvent-dependent isomerism of the C3h and CS symmetries. An azine derivative was prepared from triformylphloroglucinol and 3,5-di-tert-butylsalicylaldehyde hydrazone. The trefoil structure was established using single-crystal X-ray diffraction. UV–vis absorption spectroscopy revealed that solvent-dependent isomerization was accompanied by a bathochromic shift. Isomerization was controlled by adjusting the strength of the intramolecular hydrogen bonding of the azine derivative by solvent polarity. This unusual solvent-dependent isomerization can be utilized for creation azine-based new solvatochromic materials.

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