ABSTRACT
Hydrazones are popular building blocks in the development of functional materials because of their simple structure, straightforward synthesis, hydrolytic stability and tunable properties. Although a significant body of experimental information has been accumulated on the hydrazone-based rotary switches, mechanistic studies are still scarce. The effect of different stator units (phenyl-, naphthyl- and quinolinyl) on the on/off state distribution is studied in details at various computational levels in order to select a reliable computational level for a further computational study of the switching mechanism and rotary action of these systems.
GRAPHICAL ABSTRACT
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Disclosure statement
No potential conflict of interest was reported by the authors.
ORCID
Silvia Angelova http://orcid.org/0000-0003-4717-8028
Liudmil Antonov http://orcid.org/0000-0003-0520-1517
Supplemental online material
Ambit–Tautomer generated tautomeric forms for compounds 1–3, calculated relative stabilities (ΔE and ΔG) in the gas phase for compounds 1 and 3, calculated relative stabilities (ΔE and ΔG) in acetonitrile (in kcal mol−1) for compounds 1–3.