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Synthesis of a Tetracorannulene-perylenediimide That Acts as a Selective Receptor for C60 over C70.

Authors
  • García-Calvo, Víctor1
  • Cuevas, José V1
  • Barbero, Héctor2
  • Ferrero, Sergio2
  • Álvarez, Celedonio M2
  • González, Jesús A3
  • Díaz de Greñu, Borja1
  • García-Calvo, José1
  • Torroba, Tomás1
  • Celedonio Alvarez
Type
Published Article
Journal
Organic Letters
Publisher
American Chemical Society
Publication Date
Jun 25, 2019
Identifiers
DOI: 10.1021/acs.orglett.9b01729
PMID: 31241968
Source
Medline
Language
English
License
Unknown

Abstract

We report the use of a tetraborylated perylenediimide as starting material for the preparation of a tetracorannulene-perylenediimide that is able to bind up to two fullerene-C60 molecules by host-guest molecular recognition with preference over C70. Titration with fullerene-C60 is followed by a dramatic shift of the aromatic signals in 1H NMR and an initial increase in the fluorescence of the system. By this simple mechanism, fluorogenic sensing of fullerene-C60 is easily accomplished by an unprecedented fluorescent turn-on mechanism.

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