EFFICIENT ONE-FLASK SYNTHESIS OF WATER-SOLUBLE [60]FULLERENOLS

Citation
Ly. Chiang et al., EFFICIENT ONE-FLASK SYNTHESIS OF WATER-SOLUBLE [60]FULLERENOLS, Tetrahedron, 52(14), 1996, pp. 4963-4972
Citations number
17
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404020
Volume
52
Issue
14
Year of publication
1996
Pages
4963 - 4972
Database
ISI
SICI code
0040-4020(1996)52:14<4963:EOSOW[>2.0.ZU;2-T
Abstract
C-60 molecule exhibited high reactivity towards the addition reaction of nitrogen dioxide radicals (. NO2), which were generated by reaction of sodium nitrite with cone. HNO3. This chemical functionalization of C-60 resulted in polynitro fullerenes, C-60(NO2)(n). Hydrolysis of po lynitro fullerenes in aqueous NaOH gave the corresponding polyhydroxyl ated fullerene derivatives (fullerenols) in moderate overall yields. R esults from mass spectra (FAB, negative ion) of fullerenols indicated their structure as C-60 derivatives with at least 16 hydroxy groups. ( C) 1996 Elsevier Science Ltd