title: An efficient and facile synthesis of highly substituted 2,6-dicyanoanilines.
abstract: 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.
authors.affiliation: Departement für Chemie und Biochemie, Universität Bern, Freiestrasse 3, CH-3012 Bern, Switzerland.
authors.forename: Chenyi
authors.initials: C
authors.lastname: Yi
authors.forename: Carmen
authors.initials: C
authors.lastname: Blum
authors.forename: Shi-Xia
authors.initials: SX
authors.lastname: Liu
authors.forename: Gabriela
authors.initials: G
authors.lastname: Frei
authors.forename: Antonia
authors.initials: A
authors.lastname: Neels
authors.forename: Philippe
authors.initials: P
authors.lastname: Renaud
authors.forename: Samuel
authors.initials: S
authors.lastname: Leutwyler
authors.forename: Silvio
authors.initials: S
authors.lastname: Decurtins
mesh_terms: D000814:Aniline Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D018360:Crystallography, X-Ray; D003485:Cyanates / Q000737:chemistry*; D008314:Malonates / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D013057:Spectrum Analysis
chemical_list: D000814:Aniline Compounds; D003485:Cyanates; D008314:Malonates; C030290:malonic acid; C023650:aniline