Solvent-dependent isomerization of a chromogenic trefoil-shaped salicylaldehyde azine derivative

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...

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Bibliographic Details
Main Authors: Masaya Naito, Noriho Taniguchi, Shinobu Miyagawa, Hikaru Takaya, Yuji Tokunaga
Format: Article
Language:English
Published: Elsevier 2023-12-01
Series:Results in Chemistry
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Online Access:http://www.sciencedirect.com/science/article/pii/S2211715623004034
Description
Summary: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.
ISSN:2211-7156