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