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1 article(s) from Nagashima, Yuki

Thermodynamically stable [4 + 2] cycloadducts of lanthanum-encapsulated endohedral metallofullerenes

Yuta Takano,
Yuki Nagashima,
M. Ángeles Herranz,
Nazario Martín and
Takeshi Akasaka

Beilstein J. Org. Chem. 2014, 10, 714–721, doi:10.3762/bjoc.10.65

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Graphical Abstract

Scheme 1: Synthesis of [4 + 2] adducts of La₂@C₈₀.

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Figure 1: HPLC profiles of the reaction solutions (black) before and (red) after the reaction of La₂@C₈₀ and ...

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Figure 2: MALDI–TOF mass (negative mode) spectra of (a) 3b and (b) 4b, using 1,1,4,4-tetraphenyl-1,3-butadien...

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Figure 3: UV–vis/near-IR absorption spectra of 3b and 4b recorded by the diode array detector of the HPLC app...

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Figure 4: MALDI–TOF mass spectrum (negative mode) of the reaction mixture from La₂@C₈₀ and 1a, using 1,1,4,4-...

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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...

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Figure 6: HPLC profiles of the mixture of 3a and 4a, (a) after heating in refluxing 1,2-dichlorobenzene and (...

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Figure 7: HPLC profiles of the reaction mixture of 3b and 4b, (black) before and (red) after heating in reflu...

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Figure 8: UV–vis/near-IR absorption spectra of 3b and 4a in toluene.

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Figure 9: Temperature-dependent ¹H NMR spectra of 4a in C₂D₂Cl₄ (left) at 300 MHz, and (right) at 500 MHz for...

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Scheme 2: Synthesis of [4 + 2] adducts of La@C₈₂.

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Figure 10: HPLC profiles of the reaction mixture for 5b. Conditions: column, Buckyprep (Ø 4.6 mm × 250 mm); el...

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Figure 11: MALDI–TOF mass spectra (negative mode) of 5b, using 1,1,4,4-tetraphenyl-1,3-butadiene as matrix.

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Figure 12: Vis–near-IR spectra of 5b, 6 and La@C₈₂ in CS₂.

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Figure 13: ¹H NMR spectrum of [5b]⁻ in acetone-d₆/CS₂ (3/1 = v/v) at 223 K.

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Figure 14: ¹³C NMR spectrum of [5b]⁻ in acetone-d₆/CS₂ (3/1 = v/v).

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Figure 15: HPLC profiles for comparison of the thermal stabilities of (a) 5b and (b) 6 at 30 °C. Conditions: c...

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Published 25 Mar 2014

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