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Beilstein J. Org. Chem. 2023, 19, 1858–1866, doi:10.3762/bjoc.19.138
Graphical Abstract
Scheme 1: Reaction of the La@C2v-C82 anion with benzyl bromide derivatives.
Figure 1: Changes in absorption spectra during the reaction of La@C2v-C82 anion with 1a.
Figure 2: HPLC profiles of the reaction mixture. Conditions: Buckyprep column (⌀ = 4.6 × 250 mm); eluent, tol...
Figure 3: HPLC profiles (Buckyprep column (⌀ = 4.6 × 250 mm); eluent, toluene; flow rate, 1.0 mL/min; UV dete...
Figure 4: Absorption spectra of 2, 3, 4, and 5 in CS2 and absorption spectra of C14, C10, C18, and C9 in Ce@C2...
Figure 5: ORTEP drawing of 3a with thermal ellipsoids shown at 50% probability level. Only an independent uni...
Figure 6: (a) Charge density of La@C2v-C82 anion as a function of its POAV values and (b) an enlarged part vi...
Beilstein J. Org. Chem. 2014, 10, 714–721, doi:10.3762/bjoc.10.65
Scheme 1: Synthesis of [4 + 2] adducts of La2@C80.
Figure 1: HPLC profiles of the reaction solutions (black) before and (red) after the reaction of La2@C80 and ...
Figure 2: MALDI–TOF mass (negative mode) spectra of (a) 3b and (b) 4b, using 1,1,4,4-tetraphenyl-1,3-butadien...
Figure 3: UV–vis/near-IR absorption spectra of 3b and 4b recorded by the diode array detector of the HPLC app...
Figure 4: MALDI–TOF mass spectrum (negative mode) of the reaction mixture from La2@C80 and 1a, using 1,1,4,4-...
Figure 5: 1H NMR spectra of (a) the mixture of 3a and 4a in C2D2Cl4 at 248 K, and (b) isolated 4a at 230 K, r...
Figure 6: HPLC profiles of the mixture of 3a and 4a, (a) after heating in refluxing 1,2-dichlorobenzene and (...
Figure 7: HPLC profiles of the reaction mixture of 3b and 4b, (black) before and (red) after heating in reflu...
Figure 8: UV–vis/near-IR absorption spectra of 3b and 4a in toluene.
Figure 9: Temperature-dependent 1H NMR spectra of 4a in C2D2Cl4 (left) at 300 MHz, and (right) at 500 MHz for...
Scheme 2: Synthesis of [4 + 2] adducts of La@C82.
Figure 10: HPLC profiles of the reaction mixture for 5b. Conditions: column, Buckyprep (Ø 4.6 mm × 250 mm); el...
Figure 11: MALDI–TOF mass spectra (negative mode) of 5b, using 1,1,4,4-tetraphenyl-1,3-butadiene as matrix.
Figure 12: Vis–near-IR spectra of 5b, 6 and La@C82 in CS2.
Figure 13: 1H NMR spectrum of [5b]− in acetone-d6/CS2 (3/1 = v/v) at 223 K.
Figure 14: 13C NMR spectrum of [5b]− in acetone-d6/CS2 (3/1 = v/v).
Figure 15: HPLC profiles for comparison of the thermal stabilities of (a) 5b and (b) 6 at 30 °C. Conditions: c...