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Beilstein J. Org. Chem. 2024, 20, 2378–2391, doi:10.3762/bjoc.20.202
Graphical Abstract
Scheme 1: Synthesis of catechol-containing compounds 1–9.
Figure 1: The X-ray structure of catechol 5 (the thermal ellipsoids of 50% probability). The hydrogen atoms e...
Figure 2: The X-ray structures of catechols 6 (a) and 8 (b) (the thermal ellipsoids of 50% probability). The ...
Figure 3: Fragment of the pack of catechol 5 in crystal (the H-bonds and π–π interactions are shown as dotted...
Figure 4: The interactions in pair of independent molecules A and B of 6 in crystal 6·0.5CH3CN (the H-bonds a...
Figure 5: Fragment of the pack of catechol 8 in crystal (the H-bonds and π–π interactions are shown as dotted...
Scheme 2: Electrochemical transformations of compounds 1–3.
Figure 6: The CV curve of 2 at the potential range from −0.50 to 1.60 V (CH3CN, GC electrode, Ag/AgCl/KCl(sat...
Figure 7: The CV curves of 3 at the potential ranges from –0.5 to 1.2 V (curve 1); from –0.5 to 2.0 V (curve ...
Figure 8: The CV curves of 7 at the potential ranges from –0.5 to 1.3 V (curve 1); from –0.5 to 1.8 V (curve ...
Scheme 3: Proposed mechanism of an electrooxidation of compounds 6–8.
Figure 9: The level of TBARS in rat liver homogenates in vitro, in the presence of compounds 1–9, Trolox, and...
Beilstein J. Org. Chem. 2021, 17, 273–282, doi:10.3762/bjoc.17.26
Scheme 1: Synthetic pathways for the preparation of o-quinone derivatives with annulated 1,3-dithiole ring.
Figure 1: Active methylene compounds used for the preparation of gem-dithiolates.
Figure 2: Fragment of coordination polymer chain of adduct 8 in the crystal phase. Hydrogen atoms and CF3 gro...
Scheme 2: The tentative pathway for the formation of o-quinone 7 with annulated thiete ring.
Scheme 3: Reactions of o-quinone 6a.
Scheme 4: Stepwise reduction of o-quinones with metals to semiquinonates and catecholates, respectively.