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10923
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Asymmetry 2008, 19, 167–175.
(75 MHz, DMSO-d6)
d
160.4 (C-4az), 146.3 (C-1az), 142.1 (C-4-
C2HN3), 125.6 (C-5-C2HN3), 124.2 (C-2az), 115.2 (C-3az), 102.2–101.2
(C-1I–VII), 83.5–80.9 (C-4I–VII), 73.0–71.8 (C-2I–VII,3I–VII,5II–VII), 70.0
(C-5I), 61.4 (CH2O), 59.8–58.8 (C-6II–VII), 50.3 (C-6I); MALDI-TOF-MS
m/z calcd for C102H152O70N8 2608.9, found 2632.9 (MþNa)þ.
Column chromatography also gave {6I-deoxy-6I-{4-[4-(40-
propargyloxiphenylazo)phenoxymethyl]-1H-1,2,3-triazol-1-yl}}cy-
clomaltoheptaose 13 (67 mg, 28%) as a pale yellow solid. Mp
´
5. (a) Kaifer, A. E. Acc. Chem. Res. 1999, 32, 62–71; (b) Kaifer, A. E.; Gomez-Kaifer,
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221 ꢀC dec; [
a
]
þ60 (c 0.25, H2O); IR (KBr) 3393, 3273, 2923,
D
1632, 1400, 1108, 1030 cmꢁ1
;
1H NMR (300 MHz, DMSO-d6)
d
8.23 (s, 1H, H-5-C2HN3), 7.86 (d, 4H, J¼8.9 Hz, H-20az,3az), 7.23
3
(d, 2H, 3J¼8.9 Hz, H-2az), 7.17 (d, 2H, J¼9.1 Hz, H-30az), 5.90–
5.73 (m, 14H, OH), 5.21 (br s, 2H, CH2O), 5.05 (d, 1H,
3J1,2¼3.2 Hz, H-1I), 4.93–4.88 (m, 1H, H-6I), 4.92 (d, 2H,
3J¼2.2 Hz, CH2C^), 4.83–4.77 (m, 6H, H-1II–VII), 4.64–4.58 (m,
1H, H-60I), 4.54–4.48 (m, 5H, OH), 4.33 (br s, 1H, OH), 4.01 (t,
1H, 3J¼8.8 Hz, H-5I), 3.73–3.56 (m, 25H), 3.34 (br s, overlapped
with HDO), 3.15–3.11 (m, 1H, H-6 of one of the II–VII units),
2.90–2.87 (m, 1H, H-60 of one of the II–VII units); 13C NMR
´
7. (a) Beveridge, D. L.; Jaffe, H. H. J. Am. Chem. Soc. 1966, 88, 1948–1953; (b)
(75 MHz, DMSO-d6)
d
160.4 (C-1az), 159.3 (C-40az), 146.6, 146.3
(C-10az,4az), 142.1 (C-4-C2HN3), 125.6 (C-5-C2HN3), 124.2, 124.0
(C-20az,3az), 115.4 (C-30az), 115.2 (C-2az), 102.2–101.2 (C-1I–VII),
83.5, 81.6–80.7 (C-4I–VII), 78.9, 78.7 (C^C), 73.1–72.1 (C-2I–VII,3I–
VII,5II–VII), 70.0 (C-5I), 61.3 (CH2O), 60.2–59.8 (C-6II–VII), 55.8
(CH2C^), 50.4 (C-6I); MALDI-TOF-MS m/z calcd for C60H83O36N5
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Acknowledgements
The authors acknowledge the Spanish Ministry of Education and
Science for financial support (Grant CTQ2007-61207) and for
a Ph.D. scholarship (J.M.C.-S.).
Supplementary data
Supplementary data (1H and 13C NMR spectra for compounds 4,
6–9 and 11–13) associated to this article can be found, in the online
version. Supplementary data associated with this article can be
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