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Fullerene bisadduct regioisomers containing an asymmetric diamide tether

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2017
Authors
Kop, Tatjana
Dordevic, Jelena
Bjelaković, Mira
Milić, Dragana
Article (Published version)
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Abstract
Four macrocyclic bis(pyrrolidino)fullerene regioisomers with e-edge, e-face, trans-4 and cis-2 addition patterns were synthesized from the corresponding monoadduct by Prato's cycloaddition in a yield of 50%, and fully characterized by spectroscopic techniques. Bisadduct regioisomers were isolated easily in a pure form using dry-flash column chromatography. The relative ratio of the isolated regioisomers e-edge/e-face/trans-41cis-2 was 1.0:1.9:1.5:4.9. Morphology of self-assembled structures of the four bisadduct regioisomers in solution was characterized using scanning electron microscopy.
Keywords:
bis(pyrrolidino)fullerene regioisomers / Prato's cycloaddition / Hexamethylene-Gly-Gaba diamide tether / NMR analysis / Self-ordering
Source:
Tetrahedron, 2017, 73, 50, 7073-7078
Publisher:
  • Pergamon-Elsevier Science Ltd, Oxford
Projects:
  • Design, synthesis and investigations of fullerene based nanomolecular machines (RS-172002)
Note:
  • The peer-reviewed version: http://cer.ihtm.bg.ac.rs/handle/123456789/3004

DOI: 10.1016/j.tet.2017.10.069

ISSN: 0040-4020

WoS: 000417664100011

Scopus: 2-s2.0-85032815771
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URI
http://cer.ihtm.bg.ac.rs/handle/123456789/2124
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