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Efficient one-flask synthesis of water-soluble [60]fullerenols
Journal article   Peer reviewed

Efficient one-flask synthesis of water-soluble [60]fullerenols

Long Y. Chiang, J.B. Bhonsle, Leeyih Wang, S.F. Shu, T.M. Chang and Jih Ru Hwu
Tetrahedron, Vol.52(14), pp.4963-4972
01/04/1996

Abstract

C 60 molecule exhibited high reactivity towards the addition reaction of nitrogen dioxide radicals (·NO 2 ), which were generated by reaction of sodium nitrite with conc. HNO 3 . This chemical functionalization of C 60 resulted in polynitro fullerenes, C 60 (NO 2 )(n). Hydrolysis of polynitro fullerenes in aqueous NaOH gave the corresponding polyhydroxylated fullerene derivatives (fullerenols) in moderate overall yields. Results from mass spectra (FAB, negative ion) of fullerenols indicated their structure as C 60 derivatives with at least 16 hydroxy groups.

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