Functionalization of Single-Walled Carbon Nanotubes through 1,3-Cyclo­addition of Carbonyl Ylides under Microwave Irradiation

Silvia Tagliapietra; Giancarlo Cravotto; Emanuela Calcio Gaudino; Sonja Visentin; Valentina Mussi

doi:10.1055/s-0031-1290681

Synlett, Table of Contents

Synlett 2012; 23(10): 1459-1462
DOI: 10.1055/s-0031-1290681

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Functionalization of Single-Walled Carbon Nanotubes through 1,3-Cycloaddition of Carbonyl Ylides under Microwave Irradiation

Silvia Tagliapietra

^aDipartimento di Scienza e Tecnologia del Farmaco, University of Torino, Via P. Giuria 9, 10125 Torino, Italy

,

Giancarlo Cravotto*

^aDipartimento di Scienza e Tecnologia del Farmaco, University of Torino, Via P. Giuria 9, 10125 Torino, Italy

,

Emanuela Calcio Gaudino

^aDipartimento di Scienza e Tecnologia del Farmaco, University of Torino, Via P. Giuria 9, 10125 Torino, Italy

,

Sonja Visentin

^aDipartimento di Scienza e Tecnologia del Farmaco, University of Torino, Via P. Giuria 9, 10125 Torino, Italy

,

Valentina Mussi

^bNanomed Labs, S.C. Nanobiotecnologie (IST), Largo Rosanna Benzi, 10, 16132 Genova, Italy, Fax: +39(011)6707687 Email: giancarlo.cravotto@unito.it

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Abstract

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Abstract

The solvent-free, microwave-assisted 1,3-dipolar cycloaddition of carbonyl ylides, generated from a series of oxiranes, to SWCNTs (single-walled carbon nanotubes) is described. The procedure is extremely fast and repeatable. The reaction of SWCNTs with benzylidenmalononitrile epoxide afforded a gem-dicyano derivative that is well-suited to further transformation into esters or amides through the Pinner reaction.

Key words

carbon nanotubes - microwave - epoxides - cycloadditions - solvent-free reactions

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References

References and Notes

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Functionalization of Single-Walled Carbon Nanotubes through 1,3-Cyclo­addition of Carbonyl Ylides under Microwave Irradiation

Functionalization of Single-Walled Carbon Nanotubes through 1,3-Cycloaddition of Carbonyl Ylides under Microwave Irradiation