Journal article
An efficient and facile synthesis of highly substituted 2,6-dicyanoanilines.
- Yi C Departement für Chemie und Biochemie, Universität Bern, Freiestrasse 3, CH-3012 Bern, Switzerland.
- Blum C
- Liu SX
- Frei G
- Neels A
- Renaud P
- Leutwyler S
- Decurtins S
- 2008-03-18
Published in:
- The Journal of organic chemistry. - 2008
Aniline Compounds
Crystallography, X-Ray
Cyanates
Malonates
Models, Molecular
Molecular Structure
Spectrum Analysis
English
A one-pot procedure for the synthesis of substituted 2,6-dicyanoanilines starting from readily available ynones and malononitrile has been developed. For instance, penta-1,4-diyn-3-one is converted into the acetylene-substituted aniline derivative 1 in good yield. Upon photoexcitation, this chromophore shows a strong blue emission with a high quantum yield. The ground- and the excited-state geometries, charge distributions, and excitation energies of 1 have been evaluated by ab initio calculations.
- Language
-
- English
- Open access status
- closed
- Identifiers
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- DOI 10.1021/jo800260b
- PMID 18341285
- Persistent URL
- https://sonar.rero.ch/global/documents/286088
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