Cycloaddition reaction of azomethine ylides generated by thermal ring opening of aziridines onto carbon nanohorns

Demetrios D. Chronopoulos, Zheng Liu, Kazu Suenaga, Masako Yudasaka, Nikos Tagmatarchis*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

14 Citations (Scopus)

Abstract

The covalent functionalization of carbon nanohorns (CNHs) via the 1,3-dipolar cycloaddition reaction of azomethine ylides generated by the thermal ring opening of aziridines bearing electron-withdrawing substituents is described. This is a complementary methodology, to the in situ generated azomethine ylides derived upon the thermal decarboxylation of immonium salts originated from condensation of α-aminoacids with aldehydes, for the surface modification of CNHs. The modified CNHs featuring pyrrolidine rings fused to the junction between two six-membered rings of CNHs 4a and 4b were characterized by Raman and ATR-IR spectroscopy as well as DLS, while imaged by HR-TEM microscopy and the loading of the organic addends was calculated by thermogravimetry. Furthermore, gold nanoparticles were grown and immobilized on CNH-based material 4b, yielding pyrrolidino-modified CNH/Aunano hybrid material 5, which was additionally imaged by STEM-ADF to identify the presence of gold nanoparticles as verified by EDX spectroscopy analysis.

Original languageEnglish
Pages (from-to)44782-44787
Number of pages6
JournalRSC Advances
Volume6
Issue number50
DOIs
Publication statusPublished - 2016
Externally publishedYes

Bibliographical note

Publisher Copyright:
© 2016 The Royal Society of Chemistry.

ASJC Scopus Subject Areas

  • General Chemistry
  • General Chemical Engineering

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