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Direct arylation of C60Cl6 and C70Cl8 with carboxylic acids: a synthetic avenue to water-soluble fullerene derivatives with promising antiviral activity

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Abstract

We report unprecedented Friedel–Crafts arylation of chlorofullerenes C60Cl6 and C70Cl8 with unprotected carboxylic acids as an efficient single-step synthesis of the inherently stable water-soluble fullerene derivatives. Using this method, a series of previously unaccessible compounds was obtained without chromatographic purification in almost quantitative yields. Promising anti-HIV activity comparable to characteristics of commercial drugs was demonstrated for some of these compounds.

Graphical abstract: Direct arylation of C60Cl6 and C70Cl8 with carboxylic acids: a synthetic avenue to water-soluble fullerene derivatives with promising antiviral activity

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Article information


Submitted
27 Oct 2019
Accepted
09 Dec 2019
First published
09 Dec 2019

Chem. Commun., 2020, Advance Article
Article type
Communication

Direct arylation of C60Cl6 and C70Cl8 with carboxylic acids: a synthetic avenue to water-soluble fullerene derivatives with promising antiviral activity

O. A. Kraevaya, A. S. Peregudov, I. A. Godovikov, E. V. Shchurik, V. M. Martynenko, A. F. Shestakov, J. Balzarini, D. Schols and P. A. Troshin, Chem. Commun., 2020, Advance Article , DOI: 10.1039/C9CC08400B

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