Basic Hydrolysis of Fullerene-based Esters: A Tiny Step Away from Nucleophilic Addition to Fullerene

Acta Chim Slov. 2015;62(3):518-23. doi: 10.17344/acsi.2015.1440.

Abstract

Direct nucleophilic addition of -OH groups on the C(60) skeleton in the basic hydrolysis of ethyl ester of T(h)-symmetric fullerenehexamalonic acid (T(h)-FHMA), leading to the formation of a hybrid with features of T(h)-FHMA and fullerenol, has been observed as an important side reaction. The hydroxylation takes place at considerably milder conditions as those usually used in the synthesis of C(60) fullerenols. UV/Vis and IR spectroscopy were successfully used as a fast monitoring tool which might be of help also in other investigations where additions on C(60) skeleton of molecules with distinct absorption spectra take place.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Esters
  • Fullerenes / chemistry*
  • Hydrolysis
  • Hydroxylation
  • Models, Molecular
  • Molecular Conformation
  • Water / chemistry

Substances

  • Esters
  • Fullerenes
  • Water
  • fullerenol