Abstract
Two 2-(4-hydroxylphenyl)-azopyrrole compounds, 1 (NH) and 2 (N-Me), have been synthesized and characterized by X-ray crystallography. The slight change of the substituent on pyrrole N atom can drastically tune the properties of azopyrrole. Compound 1 self-assembled into pillar structure through NH…O and OH…N hydrogen bonds, whereas, compound 2 self-assembled into double-strand helical structure through OH…N hydrogen bond and formed tube structure by crystal packing. The UV–Vis spectra studies revealed that the cis-trans conversion rate of compound 2 is solvent dependent, which is promoted by the protic solvent and polar solvent. The structure, stability and molecular orbital of different conformers of 1 and 2 were studied by DFT calculation.
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