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(m, 16H), 1.46 (m, 16H), 1.42–1.25 (m, 96H), 0.91 (t, J¼6.4 Hz,
24H); Meaningful 13C NMR spectrum could not be acquired due
to low concentration and significant line broadening. MALDI-
TOF MS (dithranol as the matrix) m/z calcd for C200H214O14N4
2897.6, found 2894.5 [M]þ.
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4.31. Dendro[60]fullerene (9d, C60–G2–H)
Dendro[60]fullerene 9d (63 mg, 0.038 mmol, 70%) was prepared
according to the general ‘click’ reaction procedure, using compound
8 (52 mg, 0.055 mmol), TBAF (0.06 mL, 1 M in THF), CuI (1.0 mg,
0.005 mmol), and azido-dendron 4h (42 mg, 0.055 mmol). The
isolated product was a dark brown waxy solid. IR (neat): 3033,
2930, 1594 cmꢀ1; 1H NMR (500 MHz, CDCl3):
d 7.84 (m, 4H), 7.61 (s,
1H, triazole H), 7.44–7.28 (m, 20H), 6.62 (m, 4H), 6.53 (m, 3H), 6.49
(s, 2H), 5.44 (s, 2H), 5.00 (s, 8H), 4.99 (d, J¼9.6 Hz, 1H), 4.94 (s, 1H),
4.92 (s, 4H), 4.27 (d, J¼9.6 Hz,1H), 2.81 (s, 3H). Meaningful 13C NMR
spectrum could not be acquired due to low concentration. MALDI-
TOF MS (dithranol as the matrix) m/z calcd for C120H54N4O6 1647.4,
found 1646.9 [M]þ.
4.32. Dendro[60]fullerene (9e, C60–G3–C10
)
Dendro[60]fullerene 9e (147 mg, 0.0290 mmol, 80%) was pre-
pared according to the general ‘click’ reaction procedure, using
compound 8 (35 mg, 0.037 mmol), TBAF (0.04 mL, 1 M in THF), CuI
(1.0 mg, 0.005 mmol), and azido-dendron 5d (120 mg,
0.029 mmol). The isolated product was a dark brown waxy solid. IR
(neat): 3417, 2925, 2854,1619, 1550, 1466 cmꢀ1; 1H NMR (500 MHz,
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CDCl3):
d 7.83 (m, 4H), 7.5 (s, 1H, triazole H), 6.67 (m, 8H), 6.66 (m,
4H), 6.62 (m, 20H), 6.55–6.41 (m, 5H), 6.41 (m, 8H), 5.45 (s, 2H),
5.30 (s, 1H), 4.95 (s, 16H), 4.93 (m, 9H), 4.89 (m, 4H), 4.26 (d,
J¼9,6 Hz, 1H), 3.94 (t, J¼6.4 Hz, 32H), 2.78 (s, 3H), 1.79 (m, 32H),
1.45 (m, 32H), 1.42–1.25 (m, 192H), 0.91 (t, J¼6.4 Hz, 48H). Mean-
ingful 13C NMR spectrum could not be acquired due to low con-
centration and significant line broadening. MALDI-TOF MS
(dithranol as the matrix) m/z calcd for C336H422N4O30 4996.2, found
4993.3 [M]þ.
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Acknowledgements
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This work was supported by NSERC Canada, CFI, IRIF, and Me-
morial University of Newfoundland. L.W. thanks Dr. Chet Jablonski
of Memorial University of Newfoundland for funding.
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