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Beilstein J. Org. Chem. 2020, 16, 1564–1571, doi:10.3762/bjoc.16.128
Graphical Abstract
Figure 1: (a) Non-functionalized rotaxanes previously described in the literature. (b) The redox-active rotax...
Figure 2: Synthesis of the redox-active rotaxanes 1 and macrocycle 2.
Figure 3: Most stable conformers obtained by Monte Carlo conformational search using model compounds. (a) Mod...
Figure 4: 1H NMR spectrum (300 MHz) of rotaxane 1a (top) and thread 4a (bottom) in CDCl3 (a designation of th...
Figure 5: 1H,1H-ROESY NMR spectrum (600 MHz) of the rotaxane 1a in CDCl3.
Figure 6: Cyclic voltammogram of ferrocene rotaxane 1a (0.67 mM) in CH2Cl2/CH3CN 1:5 (TBAPF6 0.10 M, scan rat...
Figure 7: Single crystal X-ray structures of (a) rotaxane 1a and (b) Leigh’s rotaxane I [4].
Beilstein J. Org. Chem. 2019, 15, 2801–2811, doi:10.3762/bjoc.15.273
Figure 1: Azobenzene-BAPTA 1E and 1Z (a, b, c, d and e denote specific protons), showing idealized Ca2+ uptak...
Scheme 1: Synthesis of azobenzene-tethered BAPTA 1.
Figure 2: Energy-minimized molecular modelling structures of 1E•Ca2+ and 1Z•Ca2+ (PM6).
Figure 3: Electronic absorption spectra showing changes associated with photoisomerization of 1E (40 μM) to 1Z...
Figure 4: 1H NMR spectra (300 MHz) recorded at room temperature (298 K) in D2O of a) the thermodynamically st...
Figure 5: a) Multiple trans–cis cycles of 1E (40 μM) indicated by absorption changes at 362 nm in aqueous 0.0...
Figure 6: Electronic absorption spectra changes of 1E (42 μM) (a) and 1Z (43 μM) (b) in aqueous 0.03 M MOPS b...
Figure 7: a) Reversible Ca2+ exchange between photoregulated host 1 and turn-“on” fluorescent probe 3. b) Blu...