Synthesis of Methano[60]fullerenephosphonic- and Methano[60]fullerenediphosphonic Acids

Roberto Pellicciari; Benedetto Natalini; Laura Amori; Maura Marinozzi; Roberta Seraglia

doi:10.1055/s-2000-8680

Synlett 2000; 2000(12): 1816-1818
DOI: 10.1055/s-2000-8680

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Synthesis of Methano[60]fullerenephosphonic- and Methano[60]fullerenediphosphonic Acids

Roberto Pellicciari^* , Benedetto Natalini, Laura Amori, Maura Marinozzi, Roberta Seraglia

^*Dipartimento di Chimica e Tecnologia del Farmaco, Università di Perugia, Via del Liceo, I-06123 Perugia, Italy; Fax +39-075-5 85 51 24; E-mail: rp@unipg.it

Abstract

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Methano[60]fullerenephosphonic acid (5) and methano[60]fullerene diphosphonic acid (8) have been synthesized through the thermal addition of dimethyl diazomethylphosphonate to C₆₀ and the Bingel-type reaction of tetramethyl bromomethylenediphosphonate with C₆₀ in the presence of DBU, respectively. Hydrolysis of the phosphonic esters thus obtained afforded the corresponding acids.

dimethyl diazomethylphosphonate - tetramethyl bromomethylene diphosphonate - fullerenephosphonic acid - fullerenediphosphonic acid

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