Synthesis of Octadecahydroxylated C70
Synthesis of novel hydrophilic [70]fullerenols was described. The reaction involved an oleum-induced oxidative sulfation of the C 70 molecules with a product yield of 86%. The rate of fullerene sulfation was accelerated either moderately or greatly by the addition of P 2 O 5 or SeO 2 , respectively....
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| Published in | Synthetic communications Vol. 28; no. 19; pp. 3515 - 3525 |
|---|---|
| Main Authors | , , , , , |
| Format | Journal Article |
| Language | English |
| Published |
Taylor & Francis Group
01.10.1998
|
| Online Access | Get full text |
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| Summary: | Synthesis of novel hydrophilic [70]fullerenols was described. The reaction involved an oleum-induced oxidative sulfation of the C
70
molecules with a product yield of 86%. The rate of fullerene sulfation was accelerated either moderately or greatly by the addition of P
2
O
5
or SeO
2
, respectively. Hydrolysis of the resulting polycyclosulfated C
70
in H
2
O at 80°C afforded [70]fullerenols in a yield of more than 72%. The negative ion MALDI-TOF mass spectrum of [70]fullerenols showed a well-defined pattern of ion fragmentations with a nearly constant, consecutive weight increase in 17 mass units from the mass of C
70
. Detection of a molecular ion at m/z 1146 was indicative for the composition of [70]fullerenols as octadecahydroxyfullerenes, containing 18 hydroxy addends per C
70
cage. That correlates the structure of their polycyclosulfated precursors to nonacyclosulfated [70]fullerenes, C
70
(SO
4
)
9
. |
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| ISSN: | 0039-7911 1532-2432 |
| DOI: | 10.1080/00397919808004898 |