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
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.